Share a compound : 845866-81-1

The synthetic route of 845866-81-1 has been constantly updated, and we look forward to future research findings.

Application of 845866-81-1,Some common heterocyclic compound, 845866-81-1, name is 2-Bromo-1-(difluoromethyl)-4-fluorobenzene, molecular formula is C7H4BrF3, 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 2-difluoromethyl-5-fluorobenzaldehyde used as starting material was prepared as follows :-; Isopropylmagnesium chloride – lithium chloride complex (IM, 21.46 mL, 21.46 mmol) was added to 2-bromo-l-(difluoromethyl)-4-fluorobenzene (4.39 g, 19.51 mmol) in THF (120 mL) cooled to -200C under nitrogen. The resulting solution was stirred at -200C for 1 hour. N,N-Dimethylformamide (1.813 mL, 23.41 mmol) was added, and the mixture stirred for a further 1 hour, maintaining the temperature in the range -15 to -200C. The mixture was allowed to warm to ambient temperature, then 2M hydrochloric acid (100 mL) was added and the mixture was extracted with EtOAc (150 mL). The organic layer was washed with saturated sodium bicarbonate (120 mL) and concentrated to yield crude product. The crude product was purified by flash silica chromatography, elution gradient 5 to 10% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford 2- (difluoromethyl)-5-fluorobenzaldehyde (1.250 g, 36.8%) as a colourless liquid. IH NMR (399.9 MHz, CDC13) delta 7.26 (IH, t), 7.37 – 7.43 (IH, m), 7.63 – 7.67 (IH, m), 7.78 – 7.82 (IH, m), 10.19 (IH, d); m/z = 173 [M-H]-.

The synthetic route of 845866-81-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BRADBURY, Robert, Hugh; CARR, Gregory, Richard; RABOW, Alfred, Arthur; RAO KORUPOJU, Srinivasa; TUMMA, Harikrishna; WO2010/92371; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

The important role of 845866-81-1

The synthetic route of 845866-81-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 845866-81-1,Some common heterocyclic compound, 845866-81-1, name is 2-Bromo-1-(difluoromethyl)-4-fluorobenzene, molecular formula is C7H4BrF3, 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.

Step 2: 1-(2-(difluoromethyl)-5-fluorophenyl)ethanone 1-Bromo-2-(difluoromethyl)-5-fluorobenzene(8.36 g, 37.5 mmol) was dissolved in anhydrous ether (100 mL), cooled to -78 C, and then 2.4 M n-butyllithium (18.7 mL, 45 mmol) was added dropwise under a nitrogen atmosphere. The resultant was stirred for 1 hour. While the temperature was kept at -78C, N-methyl-N-methoxylacetamide (7.73 g, 75 mmol) was added, and the resultant was then stirred for 2 hours. After the resultant was warmed up to room temperature, it was washed with saturated brine and extracted with ethyl acetate. The extract was dried, concentrated, and purified by silica gel column chromatography to give 1-(2-(difluoromethyl)-5-fluorophenyl)ethanone (4.2 g, 60% yield). 1H-NMR (400 MHz, CDCl3): delta= 7.45-7.40 (m, 1H), 7.31-7.27 (m, 1H), 7.20-7.12 (m,1H), 6.78-6.50 (t, J= 56 Hz, 1H), 2.42 (s, 3H).

The synthetic route of 845866-81-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XIAO, Dengming; XU, Xinhe; LIU, Xijie; HU, Yuandong; YU, Honghao; LIU, Zhihua; PENG, Yong; SUN, Yinghui; LUO, Hong; KONG, Fansheng; HAN, Yongxin; SUN, Jian; EP2952510; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary