Category: 38573-88-5

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., SDS of cas: 38573-88-5

1,3-Dimethyl-5-phenyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione (Intermediate I) (180 mg, 0.586 mmol), 1-bromo-2,3-difluorobenzene (commercially available) (0.085 mL, 0.761 mmol) and N-cyclohexyl-N-methylcyclohexanamine (commercially available) (0.251 mL, 1.171 mmol) were combined in DMA (2.5 mL) and the mixture sparged with nitrogen for 30 min. [1,1?-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II) (commercially available) (38.2 mg, 0.059 mmol) was then added and the mixture heated at 110° C. for 1 hour under microwave irradiation. After cooling to room temperature, the mixture was heated at 110° C. for a further 6 hours. Further portions of 1-bromo-2,3-difluorobenzene (0.085 mL, 0.761 mmol) and [1,1?-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium( II) (38.2 mg, 0.059 mmol) were added, and the mixture heated at 110° C. for a further 5 h. Further [ 1,1?-Bis(di-tert-butylphosphino) ferrocene]dichloropalladium(II) (38.2 mg, 0.059 mmol) and 1-bromo-2,3-difluorobenzene (0.085 mL, 0.761 mmol) were added and the mixture heated 110° C. for a further 6 hours. Further [1,1?-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II) (38.2 mg, 0.059 mmol) was added and the mixture heated at 110° C. for a further 6 h. The reaction mixture was diluted with EtOAc and washed with water and brine. The organic phase was dried over sodium sulphate and evaporated under reduced pressure. Purification by chromatography on silica, eluting with 15percent EtOAc in iso-hexane afforded the title compound, which was used without further purification.

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; NOVARTIS AG; AHMED, Mahbub; ASHALL-KELLY, Alexander; GUERITZ, Louisa; MCKENNA, Jeffrey; MCKENNA, Joseph; MUTTON, Simon; PARMAR, Rakesh; SHEPHERD, Jon; WRIGHT, Paul; US2014/171417; (2014); 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, COA of Formula: C6H3BrF2

To a solution of (3R,4S,8R,9S,10S)-10-[(dimethylamino)methyl]-9-(4- ethynylphenyl)-3,4-dihydroxy-N-(4-methoxyphenyl)-l,6-diazabicyclo[6.2.0]decane-6- carboxamide (Intermediate 35a) (21.60 mg, 45.13 mupiiotaomicron) and l-bromo-2,3-difluorobenzene (8.71 mg, 45.13 muiotaetaomicron, 5.06 L) in CH3CN (500 L) was added Cs2C03 (29.41 mg, 90.26 mutauetaomicron) and XPhos Pd G3 (3.82 mg, 4.51 mutauetaomicron). After stirring with N2 atmosphere at 40C for 1 h, the residue was purified by prep-TLC (Si02, DCM: MeOH = 8: 1) to remove the catalyst and then purified by prep-HPLC(Column: Waters Xbridge Prep OBD C18 150*30 5u; A: water (0.225% formic acid) B: acetonitrile) to give (3S,4R,8R,9S,10S)-9-[4-[2-(2,3- difluorophenyl)ethynyl]phenyl]-10-[(dimethylamino)methyl]-3,4-dihydroxy-N-(4- methoxyphenyl)-l,6-diazabicyclo[6.2.0]decane-6-carboxamide (2.00 mg, 3.14 mupiiotaomicron, 6.96% yield, formic acid salt)) as a white solid. 1H MR (400MHz, CHLOROFORM-d) delta = 8.48 – 8.27 (m, 1H), 7.58 (d, J=7.9 Hz, 2H), 7.40 (d, J=7.9 Hz, 2H), 7.29 (d, J=8.4 Hz, 3H), 7.22 – 7.13 (m, 1H), 7.11 – 7.03 (m, 1H), 6.83 (d, J=8.8 Hz, 2H), 6.73 (br. s., 1H), 3.89 (br. s., 2H), 3.77 (s, 4H), 3.75 – 3.62 (m, 3H), 3.61 – 3.48 (m, 2H), 3.28 (dd, J=6.6, 14.1 Hz, 1H), 2.89 (d, J=12.8 Hz, 3H), 2.80 (d, J=14.6 Hz, 2H), 2.68 (d, J=7.5 Hz, 1H), 2.27 (s, 6H)

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Reference:
Patent; THE BROAD INSTITUTE, INC.; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; COMER, Eamon; KATO, Nobutaka; MORNINGSTAR, Marshall; MELILLO, Bruno; (154 pag.)WO2018/175385; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 38573-88-5,Some common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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.

To a solution of 2,3-difluorobromobenzene (10.0 g, 51.8 mmol) in dry diethyl ether (120 ml), under nitrogen at -78°C, was added drop wise , n-hexyllithium (2.3 M in hexane, 22.5 ml, 51 .8 mmol). The mixture was stirred for 10 mm after which a solution of tert-butyl 3-formylazetidine-i- carboxylate (12.2 g, 49.2 mmol) in dry diethyl ether (30 ml) was added drop wise. The resultingmixture was stirred at -78°C for 0.5 h and then brought to ambient temperature and stirred for 1 h. Water (50 ml) was added and the mixture was extracted with ethyl acetate (2×50 ml). The combined organic phase was washed with brine, dried (Mg504), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethyl acetate/isooctane, 0:1 to i:i)to give the title compound (6.55 g). MS mlz (rel. intensity, 70 eV)299 (M+, 2), 244 (36), 225 (29), 153(99), 57 (bp).

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

Reference:
Patent; INTEGRATIVE RESEARCH LABORATORIES SWEDEN AB; PETTERSSON, Fredrik; SONESSON, Clas; (79 pag.)WO2016/185032; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 38573-88-5,Some common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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.

The compounds of the formula (I-7-1) A reaction vessel 10.0 g (0.052 mol), 1- pentyne 4.6 g(0.067 mol), copper iodide (I) 0.20g (1 .0 mmol), was added N, N-dimethylformamide 120 mL,triethylamine 40 mL. After the inside of the system was replaced with nitrogen, tetrakis(triphenylphosphine) palladium (0) 0.60 g (0.52 mmol) was added and heating for 12 hoursstirring at 90 ° C. After dilution with toluene, hydrochloric acid, washed with brine, and purifiedby column chromatography (silica gel) to give the formula (the I-7-2) with the compoundrepresented by 7.0 g (0.039 mol) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,3-difluorobenzene, its application will become more common.

Reference:
Patent; DIC CORPORATION; HORIGUCHI, MASAHIRO; HAYASHI, MASANAO; KUSUMOTO, TETSUO; (71 pag.)JP2015/78153; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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., Formula: C6H3BrF2

Step 2 4-(2,3-Difluoro-phenyl)-1H-indole 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole 6b (1.22 g, 5 mmol) was dissolved in 20 ml of tetrahydrofuran under stirring, and added with 1-bromo-2,3-difluoro-benzene (0.97 g, 5 mmol), tetrakis (triphenylphosphine)palladium (0.17 g, 0.15 mmol) and sodium hydroxide solution (7 ml, 2 mol/L) under an argon atmosphere. Upon completion of the addition, the reaction system was stirred at 75° C. in an oil bath overnight. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was naturally cooled down to room temperature and extracted with ethyl acetate (20 ml*3). The combined organic extracts were washed with saturated brine (10 ml), dried over anhydrous sodium sulfate, filtered to remove the drying agent and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 4-(2,3-difluoro-phenyl)-1H-indole 6c (800 mg, yield 70percent) as a white solid. MS m/z (ESI): 228.4 [M-1]

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 38573-88-5.

Reference:
Patent; ChoTang, Peng Cho; Su, Yidong; Li, Yali; Zhang, Lei; Zhao, Fuqiang; Yang, Jialiang; Zhou, Ying; Bie, Pingyan; Qian, Guangtao; Ju, Minggang; US2010/75952; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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., Product Details of 38573-88-5

To a solution of Intermediate 37b (20.00 mg, 38.56 muiotaetaomicron) and l-bromo-2,3-difluoro- benzene (22.33 mg, 115.68 muiotaetaomicron, 12.98 pL) in CH3CN (500 pL) was added Cs2C03 (50.25 mg, 154.24 muiotaetaomicron) and XPhos Pd G3 (3.26 mg, 3.86 muiotaetaomicron). After stirring under N2 atmosphere at 70C for one hour, the reaction mixture was purified by prep-TLC (DCM: MeOH = 10: 1) to give the Intermediate 38b (15.00 mg, 23.78 muiotaetaomicron, 61.68% yield) as a yellow oil.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 38573-88-5.

Reference:
Patent; THE BROAD INSTITUTE, INC.; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; COMER, Eamon; KATO, Nobutaka; MORNINGSTAR, Marshall; MELILLO, Bruno; (154 pag.)WO2018/175385; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature 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.

Under nitrogen atmosphere, diisopropylamine (5.8 g) was dissolved in THF (30 mL) and cooled to -70 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 C., and the mixture was subsequently stirred at -70 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 C.,The mixture was stirred at -70 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 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 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, 78.5% of 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene, 1,4-dibromo- 3-Difluorobenzene was 21.5%.

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

Reference:
Patent; DIC CORPORATION; TOJO, KENTA; KUSUMOTO, TETSUO; TAKATSU, HARUYOSHI; (13 pag.)JP6019595; (2016); B2;,
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., category: bromides-buliding-blocks

In a 3 L four-necked flask purged with nitrogen, 148.3 g of 4-pentylphenylboronic acid, 102 g of 1-bromo-2,3-difluorobenzene, 5.56 g of tetrakistriphenylphosphine palladium (0) complex and 270 g of hydrogen carbonate Sodium and 750 ml of N, N-dimethylacetamide were added, and the mixture was stirred at 100 ° C. for 8 hours. The completion of the reaction was confirmed with a gas chromatograph (GC), and the system was cooled to room temperature. 1 L of water was added to the reaction system and stirring was carried out, 1 L of heptane was added thereto, and the mixture was vigorously stirred. The organic layer was separated and then extracted twice with 1 L of heptane. After washing the obtained heptane solution twice with 300 ml of water, the solvent was distilled off, and purification was carried out using 250 g of silica gel using heptane as a solvent, to obtain 100 g of the desired product as a colorless transparent liquid . Yield 72.8percent. GC purity 97.7percent. M + 260.

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; DIC CORPORATION; KUSUMOTO, TETSUO; AOKI, YOSHIO; (47 pag.)JP6136589; (2017); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 38573-88-5, 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.

Add slowly a solution of 1-methyl-piperidin-4-ol (2.98 g) in DMF (20 mL) into a suspension of sodium hydride (95percent) (0.72 g) in DMF (25 mL) at room temperature. Heat the mixture in an oil bath at 65°C. After 30 MIN., add 1-bromo-2-, 3-DIFLUORO-BENZENE (5.0 g) and stir at 65°C. After 2 hr. , partition the reaction mixture between water and ether, dry over ANHYDROUS sodium sulfate, and evaporate to give a yellow oil. Separate on a silica gel column (110 g, solvent: ether, ETHER-2M NH3 in methanol 19: 1,9 : 1) to obtain 4- (2-bromo-6-fluoro-phenoxy)-1-methyl-piperidine (4.06 g, 54percent yield) and the title compound (1.60 g, 21percent yield). Mass spectrum (electric spray) M/Z = 288 (M+L), 290 (M+2+1) ;1H NMR (CDC13) : 7.12 (m, 1H), 6.92 (m, 2H), 4.30 (m, 1H), 2.69 (m, 2H), 2.30 (s, 3H), 2.28 (m, 2H), 1.97 (m, 2H), 1. 89 (m, 2H).

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/94380; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. Safety of 1-Bromo-2,3-difluorobenzene

A solution of nBuLi (2.5 M in hexanes, 95.64 mL, 239.10 mmol) was added dropwiseto a solution containing bromo-2,3-difluorobenzene (46.15 g, 239.11 mmol) in dryTHF(300 ml) under a N2 atmosphere at -78 °C. The reaction mixture was stirred for 30 mmat -78°C. A solution of 1-95 (19 g, 119.55 mmol) in dry THF (50.0 mL) was addeddropwise, and after stirring at -78 °C for 1 h, aqueous NH4C1 (150 ml) was added, followed by warming to RT. H20 (lOOml) and EtOAc (lOOml) were added, the organic layer was seperated and the water layer was extracted 3 times with EtOAc (300m1). The combined organic portions were dried (MgSO4), evaporated, and the residue waspurified by column chromatography (silica gel; petroleum ether ethyl acetate=20: 1 to petroleum ether ethyl acetate =3:1) to obtain 1-96 (11 g, 60percent purity).

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; (134 pag.)WO2018/83247; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary