Category: 626-88-0

Reference of 626-88-0, 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 626-88-0 as follows.

General procedure: To a solution of compound 3 (0.46 g, 2 mmol), in dry DMF (5 mL), and anhydrous potassium carbonate (0.5 g, 3.4 mmol) and,an appropriate bromoalkyl halide (2 equivalent) was added. Themixturewas heated for 12 h at 80 C, and then the reaction mixturewas poured over crushed ice, filtered and washed with water toyield the desired product. The isolated crude materials were furtherpurified by silica gel chromatography, using EtOAc-hexane (3:7) toprovide the desired products. The physical characteristics andspectral data of separated products are listed below.

According to the analysis of related databases, 626-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yahia, Eman; Mohammad, Haroon; Abdelghany, Tamer M.; Fayed, Eman; Seleem, Mohamed N.; Mayhoub, Abdelrahman S.; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 604 – 613;,
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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. 626-88-0, name is 1-Bromo-4-methylpentane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-4-methylpentane

To a solution of the 1H-indazol-5-ol (100 mg, 0.745 mmol) obtained in Reference Example 4 in N,N-dimethylformamide (2 ml) were added 1-bromo-4-methylpentane (0.109 ml, 0.745 mmol), tetrabutylammonium iodide (28 mg, 0.1 mmol) and potassium carbonate (103 mg, 0.745 mmol), and the resulting mixture was heated to 60C. After 9 hours, the mixture was poured into water (20 ml) and extracted with ethyl acetate (20 ml x 2). The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain 5-[(4-methylpentyl)oxy]-1H-indazole (60 mg, 37%). Melting point: 124-126C

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; Sumitomo Pharmaceuticals Company, Limited; EP1403255; (2004); A1;,
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These common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, 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. Product Details of 626-88-0

Add NaH (60% oil suspension, 30 mg, 0.750 mmol) to a solution of [5-(5-cyano- pyridin-2-yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- 1 -ylmethyl] -carbamic acid tert-butyl ester (Intermediate 22, 189 mg, 0.500 mmol) and DMF (5 ml) stirringat ambient temperature under nitrogen. After 20 minutes, add 1-bromo-4-methylpentane (247 mg, 1.50 mmol) and heat the mixture at 60C overnight. After cooling, pour the mixture into water and extract with EtOAc (2x). Wash the extract with water and brine before drying ((MgSO4) and concentrating. Purify on silica gel (20% EtOAc / Hexane) to obtain 111 mg of [5-(5- cyano-pyridin-2-yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- 1 -ylmethyl] -(4 -methyl-pentyl)carbamic acid tert-butyl ester as a colorless glass. Add 30% aq. H202 (239 uL) to a suspension of [5-(5-cyano-pyridin-2-yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- I -ylmethyl] -(4 -methyl-pentyl)-carbamic acid tert-butyl ester (111 mg, 0.239 mmol), K2C03 (16 mg, 0.120 mmol) and DMSO (3 ml) stirring in an ice / water bath. After 1.5 hours, pour the reaction mixture into water and extract with EtOAc. Wash the extract with water and brine before drying (MgSO4) and concentrating to give [5-(5 -Carbamoyl-pyridin-2-yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- 1 -ylmethyl] -(4- methyl-pentyl)-carbamic acid tert-butyl ester (114 mg) as a white foam. Use this material without further purification. Add TFA (540 mg, 4.73 mmol) to a solution of [5-(5-Carbamoyl-pyridin-2- yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- 1 -ylmethyl]-(4-methyl-pentyl)-carbamic acid tertbutyl ester (114 mg, 0.23 6 mmol) and DCM (3 ml) stirring under nitrogen at ambient temperature. After 18 hours, concentrate the mixture, redissolve in EtOAc and wash with 1M aq. K2C03, water, and brine. Dry (MgSO4), concentrate, and purify on silica gel (5% (iN NH3/MeOH)/DCM) to obtain the title compound (80 mg) as an off-white solid. Mass spectrum (ion spray): m/z 382 (M+1); 1HNMR (CDCl3): 8.56 (s, 1H), 8.15 (d, 1H), 7.21-7.13 (m, 2H), 6.90 (m, 2H), 6.04 (br. s, 2H), 3.01 (m, 1H), 2.90-2.79 (m, 2H), 2.68-2.55 (rn, 3H), 2.49-2.41 (m, 1H), 1.84-1.64 (m, 4H), 1.57-1.46 (m, 3H), 1.19 (m, 2H), 0.87 (d, 6H).

The synthetic route of 1-Bromo-4-methylpentane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/80968; (2004); A1;,
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Related Products of 626-88-0, A common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, molecular formula is C6H13Br, 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.

Into a 15-mL sealed tube, was placed a solution of 1-bromo-4-methylpentane (5 g, 30.30 mmol, 2.00 equiv) in 1,3-dimethylimidazolidin-2-one (20 mL), methyl 4-iodobenzoate (4 g, 15.27 mmol, 1.00 equiv), NiI2.6H2O (0.68 g, 1.62 mmol, 0.11 equiv), Mn (1.66 g, 30.18 mmol, 2.00 equiv), pyridine (0.12 g, 1.52 mmol, 0.10 equiv), 4,4′-di-tert-butyl-2,2′-bipyridine (0.204 g, 0.76 mmol, 0.05 equiv) and 1,2-bis(diphenylphosphino)benzene (0.338 g, 0.76 mmol, 0.05 equiv). The reaction mixture was stirred overnight at 85 C. in an oil bath and then quenched by the addition of 100 mL of water, then cooled to room temperature. The resulting mixture was extracted with 3*100 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with petroleum ether (100%) to yield of methyl 4-(4-methylpentyl)benzoate as colorless oil.

The synthetic route of 626-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Gaul, Micheal; Xu, Guozhang; Zhao, Bao-Ping; (53 pag.)US2018/64686; (2018); A1;,
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Synthetic Route of 626-88-0, These common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, 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.

37.1 2-[(tert-butoxycarbonyl)amino]-6-methylheptanoic acid A solution of diisopropylamine (13.2 ml; 0.094 mol) in 130 ml of tetrahydrofuran (THF) is cooled down to -40 C. n-butyllithium (37 ml of a 2.5 M solution in hexane; 0.094 mol) is added dropwise. The temperature is allowed to rise to 0 C. At this temperature, Boc-glycine (5 g; 0.028 mol) in solution in 30 ml of THF is introduced into the mixture. The reaction medium is left for ten minutes at this temperature then 1-bromo-4-methylpentane (7.9 ml; 0.056 mol) in solution in 20 ml of THF is added rapidly. The temperature is allowed to return to 23 C. and the mixture is stirred at this temperature for one hour. After hydrolysis with 100 ml of water then acidification with 150 ml of a saturated solution of potassium hydrogen sulphate, the mixture obtained is extracted twice with 50 ml of ethyl acetate. The organic phase is washed with 100 ml of water then with 100 ml of a saturated solution of sodium chloride. After drying over magnesium sulphate and evaporating the solvent, the residue obtained is purified on a silica column (eluent: ethyl acetate-heptane/6-4) in order to produce a white-coloured powder with a yield of 50%.

The synthetic route of 626-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chabrier De Lassauniere, Pierre-Etienne; Harnett, Jermiah; Bigg, Dennis; Liberatore, Ann-Marie; Pommier, Jacques; Lannoy, Jacques; Thurieau, Christophe; Dong, Zheng Xin; US2005/38087; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 626-88-0, name is 1-Bromo-4-methylpentane, 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 626-88-0, Recommanded Product: 626-88-0

To a solution of 7-(3,4-dimethoxybenzyl)-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-2- amine (227 mg, 0.71 mmol, 1.00 equiv) in DMF (50 mL) was added l-bromo-4- methylpentane (141 mg, 0.85 mmol) and then NaH (34 mg, 1.42 mmol). The resulting solution was stirred for 4 hours at room temperature. The reaction was then quenched by the adding 50 mL of H2O/ice. The resulting solution was extracted with 3 x 50 mL of EtOAc. The organic layers were combined, dried over Na2SO4, and concentrated under vacuum using a rotary evaporator. The residue was purified by recrystallization from EA : hexane (1 : 5), resulted in 39 mg (14%) of 7-(3,4-dimethoxybenzyl)-4-chloro-5-(4-methylpentyi)-5H- pyrrolo[3,2-d]pyrimidin-2-amine as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 0.86 (6H, s), 1.15 (2H, m), 1.61 (IH, m), 1.75 (2H, m), 3.85 (6H, s), 3.95 (2H, s), 4.19 (2H, s), 4.87 (2H, s), 6.80-6.89 (4H, m). MS m/z: 403 [M+l] + .

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-4-methylpentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PONIARD PHARMACEUTICALS, INC.; WO2009/139834; (2009); A1;,
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Application of 626-88-0,Some common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, molecular formula is C6H13Br, 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.

General procedure: A solution of secondary amine (0.55 mmol), the appropriate alkyl bromide (0.36-0.46 mmol) and triethylamine (0.55 mmol) in N,N-dimethylformamide (3 mL) was stirred for 18 h at room temperature. The solvent was evaporated under reduced pressure and concentrated sodium carbonate solution (30 mL) was added to the crude residue. The aqueous solution was extracted with CH2Cl2 (3?30 mL), the combined organic layers were dried over MgSO4 and evaporated. The crude material was purified by flash column chromatography (CH2Cl2:CH3OH, 9:1 and 1% NEt3).

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-4-methylpentane, its application will become more common.

Reference:
Article; Keller, Marco; Wolfgardt, Annette; Mueller, Christoph; Wilcken, Rainer; Boeckler, Frank M.; Oliaro-Bosso, Simonetta; Ferrante, Terenzio; Balliano, Gianni; Bracher, Franz; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 13 – 22;,
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Reference of 626-88-0, 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 626-88-0 as follows.

General procedure: 4-Bromomethylbiphenyl (402 mg, 1.63 mmol) and K2CO3(247 mg, 1.79 mmol) were added to a stirred solution of 237)(500 mg, 1.63 mmol) in DMF (5 mL), followed by stirring atroom temperature for 15 h. After the addition of water, themixture was extracted with AcOEt, washed with water andsaturated brine, and then dried over Na2SO4. The solventwas removed under reduced pressure. The residue obtainedwas purified by silica gel column chromatography to give 3j(790 mg, quant.) as a white solid.

According to the analysis of related databases, 626-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Morishita, Ko; Shoji, Yoshimichi; Fukui, Masaki; Ito, Yuma; Kitao, Tatsuya; Ozawa, Shin-ichiro; Hirono, Shuichi; Shirahase, Hiroaki; Chemical and Pharmaceutical Bulletin; vol. 66; 12; (2018); p. 1131 – 1152;,
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Synthetic Route of 626-88-0, The chemical industry reduces the impact on the environment during synthesis 626-88-0, name is 1-Bromo-4-methylpentane, I believe this compound will play a more active role in future production and life.

Step 1. Preparaion of 1-Chloro-8-methyl-4-nonanone To the Grignard reagent prepared from a mixture of 1-bromo-4-methylpentane (200.00 g.; 1.21 mole) and magnesium (29.43 g.; 1.21 mole) in ether (800 ml.) is added, dropwise during one hour, 4-chlorobutyronitrile (125.30 g.; 1.21 mole). Stirring is continued for an additional one hour. The reaction mixture is poured into a mixture of finely crushed ice (800 g.) and concentrated hydrochloric acid (600 ml.). The ether layer is separated quickly and discarded. The aqueous layer is heated on a steam bath for one hour to hydrolyze the intermediate imine and cause the separation of the ketone as an oil. After cooling, the oil is extracted with ether and the combined extracts are washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent is removed under vacuum and the residual oil is distilled to give 23.3 g. (10%) of colorless oil, b.p. 121-122/15 mm.; pmr (CDCl3)delta 0.89 (6H,d), 3.57 (2H,t CH2 Cl). Anal. Calcd. for C10 H19 ClO: C, 62.98; H, 10.04. Found: C, 62.86; H, 10.20.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-4-methylpentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US4055597; (1977); A;,
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Electric Literature of 626-88-0, The chemical industry reduces the impact on the environment during synthesis 626-88-0, name is 1-Bromo-4-methylpentane, I believe this compound will play a more active role in future production and life.

[008191 Prepared using General Procedure 12: To a stirred solution of tert-butyl (8)-i – (2-(5-Qert-butyl)thiophene-2-carboxamido)-3-(4-(5-(4-hydroxyphenyl)pyrimidin-2- yl)phenyl)propanoyl)azetidine-3-carboxylate (INT-48) (300 mg, 0.479 mmol) in DMF (5mL) was added Cs-CO3 (197 mg, 0.58 mrnol) and 1-bromo-4-methylpentane (158 mg, 0.96 mmol). The reaction mixture was stirred for 18 h at 65C then diluted with aq. NaHCO3 (100 ml, saturated) and extracted with EA (2 X 100 mL). The combined organic layers were dried (Na2SO4), concentrated, and purified by column chromatography (EA/ hexane)to afford 188 mg (54%) of tert-butyl (S-1-(2-(5-(tert- butyl)thiophene-2-carboxarnido)-3-(4-(5 -(4-((4-methylpentyl) oxy)phenyl)pyrimidin-2- yl)phenyl)propanoyl)azetidine-3 -carboxylate .LCMS-ESI (m/z) calculated for C42H52N4O5S 724.96; found 725.3 [M±H] , /p. = 12.71 mm (Method 16). ?H NMR (400 MHz, CDC13) oe 8.97 (d, J = 7.5 Hz, 2H). 8.45 (d, J = 5.5 Hz, 2H), 7.55 (s, 2H). 7.49 – 7.31 (rn. 3H), 7.05 (d, J 6.6 Hz, 2H), 6.82 (s, IH), 6.68 (d, J= 28.8 Hz, 1H), 4.82 (s, 1H). 4.30 (s. 0.5H). 4.07 (rn, 5.5H), 3.56 (s, 0.5H), 3.31 – 3.09 (rn, 2H), 2.91 (s, 0.5H),1.83 (s, 2H), 1.60 (d, J= 25.3 Hz, 1H), 1.40 (s, 16H), 1.29 (s, 4H), 0.95 (s, 6H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-4-methylpentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CELGENE INTERNATIONAL II SARL; BOEHM, Marcus, F.; MARTINBOROUGH, Esther; MOORJANI, Manisha; TAMIYA, Junko; HUANG, Liming; YEAGER, Adam, R.; BRAHMACHARY, Enugurthi; FOWLER, Thomas; NOVAK, Andrew; MEGHANI, Premji; KNAGGS, Michael; GLYNN, Daniel; MILLS, Mark; (851 pag.)WO2016/94729; (2016); A1;,
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