Category: 38573-88-5

38573-88-5, name is 1-Bromo-2,3-difluorobenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 1-Bromo-2,3-difluorobenzene

General procedure: In a 15 mL sealed tube equipped with a magnetic stirring bar were added 1 (1 mmol),2 (0.8 mmol), tert-butyl isocyanide (1.2 mmol, 136 muL), Pd(OAc)2 (0.03 mmol, 7 mg),DPEPhos (0.06 mmol, 32 mg), Cs2CO3 (0.8 mmol, 261 mg), and anhydrous DMF (2.0mL). The tube was purged with argon, and the contents were stirred at 100 °C for 2 h.Then Na2S*9H2O (1.2 mmol, 240 mg) was added for 2 h. After reaction completion,the mixture was filtered through a pad of Celite, and DMF was removed by a vacuum.The combined filtrates were refluxed in THF (15 mL) and oxalic acid (1 M, 3 mL) for 8h. The solvents were removed under reduced pressure, then poured into brine (20mL) and extracted by ethyl acetate (3 × 30 mL). The combined organic layers weredried (Na2SO4) and evaporated. The residue was purified on a silica gel column usingpetroleum ether/ethyl acetate as the eluent to give the pure target product.

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Fang-Ling; Chen, Zhen-Bang; Liu, Kui; Yuan, Qing; Jiang, Qing; Zhu, Yong-Ming; Synlett; vol. 29; 5; (2018); p. 621 – 626;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 38573-88-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 38573-88-5 as follows.

Isopropylmagnesiumchloride-LiCl complex (1,30 M in THF, 155.0 mL, 0.0715 mol) under nitrogen was cooled to 0-5 ¡ãC, and 2,3-difluorobromobenzene (13.8 g, 0.0715 mol, 1.50 equiv.) was added while T < 10 ¡ãC. After 1 h at 0-5 ¡ãC, a solution of 1 -morpholino-2-( 1 -(trityloxy)but-3-en-2-yloxy)ethanone 14 (21.8 g, 0.048 mol, 1.0 equiv.) in THF (2.0 vols) was added while T <10 ¡ãC. The reaction mixture was stirred for 2.5 hours and monitored for consumption of 1-morpholino-2-(l-(trityloxy)but-3-en-2-yloxy)ethanone (target >97percent). The reaction mixture was quenched by charging into cold sat. aq. NH4CI (110 mL) and water (33 mL) while T < 20 ¡ãC. 2-Methoxy-2-methylpropane (218 mL) was added and the layers were separated. The organics were washed with sat. aq. NH4CI (65 mL) and 18percent aq. NaCl (44 mL.). The organics were concentrated under vacuum T < 25 ¡ãC to a light yellow oil of ketone 15 (21.6 g). According to the analysis of related databases, 38573-88-5, the application of this compound in the production field has become more and more popular. Reference:
Patent; ???????????????????????????; ? Buranko; Kimu ?; Chan ?; ?; Yoshizawa Kazuhiro; (94 pag.)JP2016/121177; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

38573-88-5, name is 1-Bromo-2,3-difluorobenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 1-Bromo-2,3-difluorobenzene

To a 500 mL three-necked flask equipped with a thermometer, a condenser and a magnetic stirrer were added 33.0 (0.21 mol) of 4-ethylbenzeneboronic acid, 38.6 g (0.20 mol) of 2,3-difluorobromobenzene, 58.0 g (0.42 mol) of potassium carbonate, 240 mL of N, N- dimethylformamide and 80 mL of H2O. The temperature was raised to 80¡ãC. After the solid was totally dissolved, 2.3g (2mmol) of tetrakis(triphenylphosphine)palladium was added and the reaction was carried out at 80 ¡ã C for 8 hours. The reaction mixture was diluted with petroleum ether and the organic phase was separated. The aqueous layer was extracted three times with petroleum ether The organic phase was combined and washed with water until neutral, dried over anhydrous magnesium sulfate, filtered and the solvent was distilled off under reduced pressure. A fraction of 110-115C / 40Pa was collected to obtain a colorless oil.

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; An, Zhongwei; Mo, Lingchao; Chen, Xinbing; Chen, Pei; (12 pag.)CN103214353; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 38573-88-5

Example 33 [0128] (4-(2-(2, 3-DIFLUOROPHENYL) ETHYNYL)-1-BOC-PYRROL-2-YL) (PYRROLIDIN-1- yl) methanone. A mixture of (4-ethynyl)-1-BOC-pyrrol-2-yl) (pyrrolidin-1-yl) methanone (4 g, 13. 88 mmol), 2, 3-DIFLUORO-1-BROMOBENZENE (4 g, 20.8 mmol), PDCL2PPH2 (0.97 g, 1. 38 mmol) and Cul (0.53 g, 2.76 mmol in trietylamine (40 ML) was stirred at room temperature for 4 hr. The solid was filtered and washed with ethyl acetate (100 mL). The filtrate was washed with 2N HC1 (3x 100 mL), brine (100 mL) and water (100 mL). The organic layer was dried and concentrated under reduced pressure. The crude product was purified by Biotage HPFC system (40-65percent EtOAC/Hexane) to afford title as a dark brown oil (1.35 g, 24percent).

The synthetic route of 1-Bromo-2,3-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; LI, Pan; TOMLINSON, Ronald, C.; WO2005/16920; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-2,3-difluorobenzene

Preparation 81 ,3-DICHLORO-2-(2,3-DIFLUOROPHENYL)PROPAN-2-OLTo a solution of 1-bromo-2,3-difluorobenzene (19.5 g, 0.10 mol) in dry diethyl30 ether (120 mL) at -780C, under nitrogen was added n-hexyl lithium (2.3 M in hexane, 41.7 ml, 0.096 mol) dropwise. The mixture was stirred for 1 min after which a solution of 1 ,3-dichloroacetone (12.2 g, 0.096 mol) in dry diethyl ether (30 mL) was added dropwise. The resulting mixture was stirred at -780C for 1 h and then brought to ambient temperature and stirred for 1 h. Aqueous hydrochloric acid (50 mL. 10percent) was35 added and the mixture was extracted with ethylacetate (2×50 ml). The combined organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethylacetate/isooctane, 1 :9 to 1 :1 ) to give the title compound (1 1 .8 g, 48percent). MS m/z (rel. intensity, 7O eV) 241 (M+, 1 ), 193 (33), 191 (bp), 141 (1 1 ), 127 (68).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NSAB, FILIAL AF NEUROSEARCH SWEDEN AB, SVERIGE; SONESSON, Clas; SWANSON, Lars; PETTERSSON, Fredrik; WO2010/58020; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H3BrF2

MTBE (60 mL) was charged to a 3-neck round bottom flask followed by bromo-2,3- difluoro-benzene (12 mL, 107 mmol). The solution was cooled in ice/salt bath. When the internal temperature reached 40C addition of i-PrMgClLiCl solution in THF (1.3M, 90.7 mL, 118 mmol) was started. The higher internal temperature during addition was 2 ¡ãC(bath temperature was -8¡ãC to -5¡ãC); addition time 17 mm. After addition was complete the reaction mixture was stirred at -5¡ãC to 0¡ãC for one hour. Tert-Butyl 3-oxopyrrolidine-1 – carboxylate (21 .8 g, 118 mmol) solution in MTBE (200 mL) was added to the reaction mixture at -4¡ãC to -2¡ãC during 15 mm. under vigorous stirring. The reaction mixture was stirred at -2¡ãC to 0¡ãC for 3 hours and then quenched by addition of 20percent aqueousammonium chloride solution (260 mL). The internal temperature rose from 0 ¡ãC to 15 ¡ãC during addition. The cooling bath was removed and the mixture was stirred at room temperature for 1 hour. Layers were separated and the aqueous phase was re-extracted with MTBE (120 mL). Combined organic extracts were washed with brine (160 mL) and water (2 x 120 mL). Organic layer was concentrated to approx. 120 mL volume. MTBE(120 mL) was added and solvent evaporated to 120 mL volume left. 120 mL of MTBE was added again and evaporated till 120 mL volume left. Cyclohexane (120 mL) was added and mixture concentrated until remaining volume was 120 mL. Co-evaporation with cyclohexane was repeated two times using 120 mL of cyclohexane each time. Final solution (160 mL) was stirred at room temperature. After 30 minutes, solution becamecloudy and crystallization started. The slurry was stirred for 2 hours at room temperature and then for 2 hours at 5 to 10 ¡ãC. Precipitate was filtered off, washed on the filter with cyclohexane (2 x 30 mL). Since the freezing of cyclohexane causes suction to dry on the filter, wet material was dried under vacuum at 40 00. There was obtained 22 g (69percent) of the Compound of Formula (VIa) as a solid and the purity thereof was 98 areapercent as determined by HPLC (UV detection at 220 nm). Content of the impurity Compound of Formula (VIII) as described herein was 1 .2percent as determined by HPLC (UV detection at220 nm).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; INTEGRATIVE RESEARCH LABORATORIES SWEDEN AB; SONESSON, Clas; BUKSA, Maija; REINE, Inese; (76 pag.)WO2018/211080; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 38573-88-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation 1TERT-BUTYL 3-(2,3-DIFLUOROPHENYL)-3-HYDROXYAZETIDINE-1 – CARBOXYLATE 0 To a solution of 1 -bromo-2,3-difluorobenzene (2.48 g, 12.86 mmol) in dry diethylether (40 ml) at -780C was added dropwise n-butyllithium (2.5 M in hexane, 5.1 ml, 12.86 mmol). The mixture was stirred for 30 min after which a solution of 1 -Boc- azetidone (2.0 g, 1 1 .69 mmol) in dry diethyl ether (20 mL) was added dropwise. The resulting mixture was stirred at -780C for 30 min and then brought to ambient 5 temperature and stirred for 1 h. Aqueous saturated ammonium chloride (50 mL) was added and the mixture was extracted with ethyl acetate (2×50 ml). The combined organic phase was dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethylacetate/isooctane 1 : 1 ) to give the title compound Yield: 1 .89 g. MS m/z (rel.0 intensity, 70 eV) 285 (M+, 1 ), 156 (68), 141 (40), 127 (63), 57 (bp).

The synthetic route of 1-Bromo-2,3-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NSAB, FILIAL AF NEUROSEARCH SWEDEN AB, SVERIGE; SONESSON, Clas; SWANSON, Lars; PETTERSSON, Fredrik; WO2010/58020; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 38573-88-5, Computed Properties of C6H3BrF2

EXAMPLE 93 (R,S)-3-[4-(2,3-difluorophenyl)piperazin-1-yl]-2-[(R,S)-(2-methoxyphenyl)(1-naphthyl)methyl]-2-methyl-3-oxopropanenitrile (RR,SS)-3-(2-methoxyphenyl)-2-methyl-3-(1-naphthyl)-2-(piperazin-1-ylcarbonyl)propanenitrile (471 mg, 1.14 mmol), 2,3-difluorobromobenzene (200 mg, 1.04 mmol), sodium tert-butoxide (139 mg, 1.45 mmol), tris(dibenzylideneacetone)dipalladium (0) (28 mg, 0.031 mmol), racemic BINAP (39 mg, 0.062 mmol), and toluene (3 mL) were combined in a Carius tube, vacuum degassed, placed under an argon atmosphere, sealed and heated to 80¡ã C. overnight. The reaction was cooled, taken up in diethyl ether, filtered, washed with water, saturated aqueous sodium bicarbonate, brine, dried over MgSO4, filtered, evaporated, and purified on slica gel (10percent hexanes/CH2Cl2) to yield 280 mg of the title compound as an off-white crystal solid. mp 198-200¡ã C.; 1H NMR 500 MHz (DMSO-D6): delta 7.98 (d, 1H, J=7.33 Hz), 7.86 (m, 2H), 7.79 (d, 1H, J=8.25 Hz), 7.54 (t, 1H, J=7.64 Hz), 7.42 (m, 2H), 7.23 (t, 1H, J=7.64 Hz), 7.12 (m, 2H), 7.08 (m, 1H), 7.00 (q, 1H, J=9.01 Hz), 6.79 (m, 2H), 6.01 (s, 1H), 4.01 (s, 3H), 3.73 (bs, 4H), 2.96 (bs, 4H), 1.64 (s, 3H) MS (ESI) m/z 526 ([M+H]+); Anal. calcd for C32H29F2N3O2.0.20H2O: C, 72.63; H, 5.60; N, 7.94. Found: C, 72.65; H, 5.58; N, 7.79.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Wyeth; US2005/256132; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 38573-88-5, A common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 23 A solution of 6.0 g of 2,3-difluorobromobenzene in 25 m of anhydrous diethyl ether was added dropwise under stirring at 10-15¡ãC to 0.66 g of magnesium metal powder, followed by reaction at room temperature for one hour so that a Grignard reagent was formed. After 4.5 g of trans-4-propylcyclohexylcyclohexenone were added under stirring at -10 to 0¡ãC to the thus-formed Grignard reagent, they were reacted at room temperature for additional 1 hour. After the completion of the reaction, diluted hydrochloric acid was added dropwise to the reaction mixture, followed by the extraction of the reaction mixture with diethyl ether. After the extract was washed with saturated NaCl, anhydrous sodium sulfate was added to dry the extract. The diethyl ether was distilled off under reduced pressure, whereby 1-(trans-4-propylcyclohexyl)-4-(2,3-difluorophenyl)-4-hydroxycyclohexene was obtained as a crude reaction product.

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; L.C.C. CONSULTANTS CO., LTD.; CITIZEN WATCH CO. LTD.; EP571652; (1993); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 38573-88-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Under nitrogen atmosphere, diisopropylamine (5.8 g) was dissolved in THF (30 mL) and cooled to -70 ¡ã C. or lower. To the solution, a 1.6 M butyllithium / hexane solution (32 mL) was added dropwise at such a rate that the inner temperature did not reach -65 ¡ã C., and the mixture was subsequently stirred at -70 ¡ã C. or lower for 30 minutes.Subsequently, a solution prepared by dissolving 2,3-difluorobromobenzene (10 g) in THF (50 mL) was added dropwise to the stirring reaction solution at a rate such that the internal temperature did not exceed -65 ¡ã C.,The mixture was stirred at -70 ¡ã C. or lower for 1 hour to prepare phenyllithiums.In a separate reaction vessel, a solution of difluorodibromomethane (16.3 g) dissolved in THF (160 mL) was cooled to -70 ¡ã C. or lower, and a solution of the phenyllithium prepared in advance was added to the solution in a cannula , Followed by stirring at -70 ¡ã C. or lower for 1 hour,And the mixture was heated to room temperature.Water and hexane were added to the reaction solution to separate the organic layer, and the organic layer was washed twice with saturated brine.Sodium sulfate was added to the organic layer after washing, dried, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene and 1,4 – dibromo-2,3-difluorobenzene (14.5 g). By measuring the ratio of each compound in the mixture using gas chromatography, 78.5percent of 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene, 1,4-dibromo- 3-Difluorobenzene was 21.5percent.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2,3-difluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DIC CORPORATION; TOJO, KENTA; KUSUMOTO, TETSUO; TAKATSU, HARUYOSHI; (13 pag.)JP6019595; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary