Category: 630-17-1

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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2,2-dimethylpropane

B) 2-methoxy-3-neopentylpyridine Under an argon atmosphere, a solution of 1-bromo-2,2-dimethylpropane (14.8 mL) in diethyl ether (120 mL) was added dropwise to magnesium (3.15 g) at a slow refluxing rate. The reaction mixture was heated under reflux for 30 min, and the obtained solution was added dropwise to a solution of 3-bromo-2-methoxypyridine (4.43 g) and PEPPSI-SIPr (trade name) (805 mg) in THF (80 mL) at room temperature. The reaction mixture was stirred at room temperature for 30 min, and saturated aqueous ammonium chloride solution was added at room temperature. The reaction mixture was extracted with ethyl acetate, and the extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound (4.24 g) as a pale-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 630-17-1.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; SHIBUYA, Akito; EP2816023; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

630-17-1, name is 1-Bromo-2,2-dimethylpropane, 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-2,2-dimethylpropane

l-(2,2-dimethylpropyI)-4-fluoro-S-methoxy-3-met yl-l,3-dihydro-2H-benzimidazol~2-one (7-5)A solution of 7-fluoro-6-methoxy-l -methyl- 1 ,3 -dihydro-2H-benzimidazol-2-one (7-4, 250 mg, 1.27 mmol) in anhydrous DMF (1.5 ml) was treated with NaH and l-Bromo-2,2- dimethylpropane. The reaction was then irradiated in a microwave at 175 deg C for 25 min. The reaction was partitioned between EtOAc (2×60 ml) and water (75 ml). The combined organic layers were dried over Na2S04 and concentrated, affording the title compound, 1 -(2,2- dimethylpropyl)-4-fluoro-5-methoxy-3-methyl-l,3-dihydro-2H-benzimidazol-2-one (7-5), as an orange oil. 1HNMR (300 MHz, CDC13) delta 6.65-6.70 (m, 2H), 3.88 (s, 3H), 3.60 (m, 5H)} 1.03 (s, 9H). LRMS m/z Calc’d for Ci4Hi9FN202 (M+H) 267.3, found 267.0.

The synthetic route of 630-17-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DUDKIN, Vadim; FRALEY, Mark, E.; ARRINGTON, Kenneth, L.; LAYTON, Mark, E.; RODZINAK, Kevin, J.; PERO, Joseph, E.; REIF, Alexander, J.; WO2012/21382; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 630-17-1 as follows. Computed Properties of C5H11Br

To a suspension of magnesium turnings (15.42 g, 634 mmol) and iodine (3 tablets) in anhydrous diethyl ether (10 ml) was added neopentyl bromide (77 ml, 601 mmol) dropwise over 2 hr under nitrogen at room temperature ) In dry ether (290 ml) was added dropwise to maintain a slight reflux, and then the mixture was refluxed for 1 hr and then allowed to cool to room temperature. The resulting Grignard reagent was added dropwise to a solution of 3-bromobicyclo [4.2.0] octa-1,3,5-trien-7-one (100 g, 510 mmol) in dry ether (1000 ml) In order to maintain the internal temperature ~ 0 c. The reaction mixture was allowed to warm to room temperature overnight, then it was cooled to 0 C, quenched with dilute hydrochloric acid (340 ml, 2 M aq) and allowed to warm to room temperature. The organic phase was washed with water (3 x 120 ml), dried over MgSO4 and the solvent was removed under reduced pressure to yield an orange oil (134 g). The oil was purified by silica gel plugs (eluted with hexane: ethyl acetate (95: 5%) to give the title product as a mixture of two isomers in an orange oil (111.1 g, 0.40 mol, 78% , 91.8% purity by 4 NMR).

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CAMBRIDGE DISPLAY TECHNOLOGY LIMITED; SUMITOMO CHEMICAL CO., LTD.; KAMTEKAR, KIRAN; BOURCET, FLORENCE; ZUBERI, TANIA; KUGLER, THOMAS; (75 pag.)TW2016/5767; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 630-17-1, 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 630-17-1 as follows.

Example 21; 2-tert-Butyl-l-[(4,4-difluorocycIohexyl)methyl]-5-{[4-(2,2-dimethyIpropoxy)piperidin- l-yl]carbonyl}-lH-benzimidazole; To a solution of NaH (0.017 g, 0.414 mmol) in 2 mL of DMF at 0C under nitrogen, a DMF solution (2 mL) of l-({2-ter/-butyl-l-[(4,4-difluorocyclohexyl)methyl]-lH-benzimidazol-5- yl}carbonyl)piperidin-4-ol (for preparation, see Example 16, Step B) (0.060 g, 0.138 mmol) was added dropwise. The solution was stirred at O0C under nitrogen for 30 min. 1-Bromo- 2,2-dimethylpropane (0.035 mL, 0.276 mmol) was added dropwise and the solution was stirred at 1000C overnight. The reaction was quenched at 00C by addition of aqueous saturated NaHCOs solution and the solvent was concentrated. The residue was dissolved in EtOAc and washed with saturated aqueous NaHCC>3 solution, brine and dried over anhydrous Na2SO4. The product was purified by reversed-phase HPLC using 20-50% CH3CN/H2O and lyophilized to afford the title compound as the corresponding TFA salt. Yield: 45 mg (53%); 1H NMR (400 MHz, METHANOL-D4) delta 0.89 – 0.93 (m, 9 H), 1.51 – 1.64 (m, 2 H), 1.65 – 1.70 (m, 10 H), 1.70 – 1.85 (m, 6 H), 1.94 (s, 1 H), 2.01 – 2.12 (m, 2 H), 2.20 – 2.32 (m, 1 H), 3.14 (d, /=8.59 Hz, 2 H), 3.32 (s, 1 H), 3.54 – 3.62 (m, 2 H), 3.67 (s, 1 H), 3.93 (s, 1 H), 4.57 (d, /=7.62 Hz, 2 H), 7.62 (dd, /=8.69, 1.46 Hz, 1 H), 7.78 (d, /=0.98 Hz, 1 H), 7.99 (d, /=8.59 Hz, 1 H); MS (ESI) (M+H)+ 504.3.

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/145563; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 630-17-1, name is 1-Bromo-2,2-dimethylpropane, 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. Quality Control of 1-Bromo-2,2-dimethylpropane

Step 3: 4-Bromo-2-terf-butyl-6-(neopentyloxy)pyridine (P8c) To a solution of compound P8b (2.0 g, 8.66 mmol) in dry DMF (20 ml_) was added NaH (0.62 g, 26.0 mmol) under N2 and the mixture was stirred at rt for 1 h. Then 1-bromo-2,2- dimethylpropane (2.37 g, 15.7 mmol) was added and the resulting mixture was heated at 80C overnight, quenched with water (10 ml_) and extracted with EA twice. The combined organic layers were washed with brine (3x), concentrated and purified by CC (PE/EA = 50/1) to give compound P8c (0.5 g, 20%) as an oil.

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

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2013/79223; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 630-17-1, 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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, This compound has unique chemical properties. The synthetic route is as follows.

40 This method was used for the synthesis of neopentylphenyl sulfide, 5h.1-Bromo-2,2-dimethyl propane (3.02 g, 20 mmol), aqueousbenzenethiolate (20 mmol), and Aliquat 336 (0.033 mol equiv)were added to a 2-neck round-bottom flask under nitrogen. Themixture was heated at 70 C with vigorous stirring for 16 h. After themixture had cooled to room temperature, the organic layer wasseparated and the aqueous phase was extracted with two 20 mLportions of diethyl ether. The combined organic phases were washedwith 20 mL of 10% aqueous sodium chloride and dried overmagnesium sulfate. After removal of the solvent, the resulting residualoil was distilled using a Kugelrohr apparatus to give neopentyl phenylsulfide, bp 145-147 (0.1 mm. Hg).

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

Reference:
Article; O’Mahony, Graham E.; Eccles, Kevin S.; Morrison, Robin E.; Ford, Alan; Lawrence, Simon E.; Maguire, Anita R.; Tetrahedron; vol. 69; 47; (2013); p. 10168 – 10184;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 630-17-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 630-17-1 name is 1-Bromo-2,2-dimethylpropane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

5-Bromo-2-hydroxy-1-cyanobenzene (1.0 g, 5.0 mmol) was dissolved in DMF (10 mL), add K2CO3 (2.1 g, 15.0 mmol), stir at room temperature for 1.0 h, add bromo neopentane (2.3 g, 15.0 mmol), and react at 80 C for 3 h.TLC followed the reaction completely. It was cooled to room temperature, diluted with 100 mL of water, and extracted with ethyl acetate (100 mL¡Á3), purified by silica gel column chromatography (ethyl acetate V: V petroleum ether = 1: 20) to give 5-bromo-2-neopentyloxybenzonitrile (a5)1.22 g, yield 90%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,2-dimethylpropane, and friends who are interested can also refer to it.

Reference:
Patent; South China University of Technology; Li Jing; Li Xiaolei; Li Yuanyuan; Zhou Haiyan; Zhang Lei; Guan Su; (21 pag.)CN110078668; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 630-17-1, 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 630-17-1 as follows.

Preparation of 4-(3,5-dimethoxy-4-(neopentyloxy)benzyl)-7-ethoxyisoquinolin-8-ol hydrochloride 39 3,5-Dimethoxy-4-(neopentyloxy)benzaldehvde EMC 380484-Hydroxy-3,5-dimethoxybenzaldehyde (500 mg, 2.74 mmol) was dissolved in DMF (7.5 ml_) and CS2CO3 (894 mg, 2.74 mmol) and neopentyl bromide (456 mg, 3.02 mmol) were added at RT and the reaction was heated at 150C for 10 min under microwave irradiation. After cooling to RT, the reaction mixture was poured into water (75 ml_) and extracted by Et2O (50 ml_). The separated organic layer was washed with water (2×50 ml_), brine (50 ml_), dried over MgSO4, filtered and dried overnight under reduced pressure to give 3,5-dimethoxy-4-(neopentyloxy)benzaldehyde EMC 38048 (274 mg, 40% yield) as yellow oil. EMC 38048MW: 252.31 ; Yield: 40%; Yellow oil.1H-NMR (CDCIs, delta): 1 .05 (s, 9H, 3xCH3), 3.72 (s, 2H, OCH2), 3.90 (s, 6H, 2xOCH3), 7.12 (s, 2H, 2xArH), 9.85 (s, 1 H, CHO).13C-NMR (CDCIs, delta): 26.4 (3xC), 32.6, 56.4 (2xC), 83.7, 107.2 (2xC), 131 .3, 144.2, 153.8, 191 .2.MS-ESI m/z (% rel. Int.): 253 ([MH+], 20), 183 (100).HPLC: Method A, XBridge column, detection UV 254 nm, RT = 6.36 min, peak area 99.9%.

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); 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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,2-dimethylpropane

F) ethyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(neopentyloxy)pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoate Under a nitrogen atmosphere, to a solution of ethyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-hydroxypyridin-3-yl)methoxy)pyrimidin-4-yl)propanoate (60 mg) in DMF (1.3 mL) were added 1-bromo-2,2-dimethylpropane (80 muL) and cesium carbonate (83 mg), and the mixture was stirred at 80C for 20 hr. The reaction mixture was poured into water at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (20 mg) as a colorless transparent amorphous solid. 1H NMR (300 MHz, CDCl3) delta 0.13-0.37 (2H, m), 0.43-0.56 (1H, m), 0.56-0.73 (1H, m), 0.91 (9H, s), 1.02-1.16 (1H, m), 1.16-1.24 (3H, m), 2.30-2.42 (1H, m), 2.79 (1H, dd, J = 15.6, 5.8 Hz), 3.04 (1H, dd, J = 15.6, 8.9 Hz), 3.64 (2H, s), 3.77-3.86 (3H, m), 3.99-4.16 (2H, m), 5.47 (2H, s), 6.75 (1H, s), 6.85-6.95 (1H, m), 6.96-7.05 (2H, m), 7.35 (1H, s), 8.37 (1H, s), 8.75 (1H, s).

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; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 630-17-1,Some common heterocyclic compound, 630-17-1, name is 1-Bromo-2,2-dimethylpropane, molecular formula is C5H11Br, 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.

Diisopropyl(2,2-dimethylpropyl)silane (51a) Magnesium (2.43 g, 100 mmol) and iodine (catalytic amount) were added to THF (100 mL), and 1-bromo-2,2-dimethylpropane (10.7 mL, 100 mmol) was added dropwise thereto for 20 minutes, followed by stirring at room temperature for 1 hour. After termination of exothermic reaction, the resultant mixture was further stirred at 50C for 5 hours, whereby 2,2-dimethylpropylmagnesium bromide THF solution was prepared. The procedure of synthesizing Compound 47a was repeated, except that the thus-prepared mixture was employed, whereby the Compound 51a was obtained as a colorless liquid (boiling point; 40 mmHg, 120.0 to 122.5C fraction, 7.65 g, 45%). 1H-NMR(CDCl3)delta 3.60 (1H, br s), 1.03-0.85 (23H, m), 0.67-0.63 (2H, m).

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-2,2-dimethylpropane, its application will become more common.

Reference:
Patent; TAIHO PHARMACEUTICAL COMPANY LIMITED; Sasaki, Takuma; Matsuda, Akira; EP1845102; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary