Dimethylamine, hydrochloride → 2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-N-(6-methoxy-2-dimethylamino-5-nitropyrimidin-4-yl)-4-methoxyaniline

HRID 1513088노트

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HRID 1513088 반응식
[Cl:1][C:2]1[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH2:24][C:25]2[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[C:27]([F:33])[C:26]=2[F:34])=[CH:17][C:3]=1[NH:4][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([O:14][CH3:15])[N:8]=[C:7](Cl)[N:6]=1.Cl.[CH3:36][NH:37][CH3:38].C(N(CC)C(C)C)(C)C>C(#N)C.O>[Cl:1][C:2]1[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH2:24][C:25]2[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[C:27]([F:33])[C:26]=2[F:34])=[CH:17][C:3]=1[NH:4][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([O:14][CH3:15])[N:8]=[C:7]([N:37]([CH3:38])[CH3:36])[N:6]=1

참가 물질

6

반응물 3

HCID 10473Dimethylamine, hydrochlorideHCID 81531DiisopropylethylamineHCID 866412872-chloro-N-(2-chloro-6-methoxy-5-nitropyrimidin-4-yl)-5-(2,3-difluoro-6-methoxy-benzyloxy)-4-methoxyaniline

생성물 1

HCID 685092882-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-N-(6-methoxy-2-dimethylamino-5-nitropyrimidin-4-yl)-4-methoxyaniline수율 84.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

A mixture of 2-chloro-N-(2-chloro-6-methoxy-5-nitropyrimidin-4-yl)-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxyaniline (0.1 g), dimethylamine hydrochloride (41 mg) and N,N-diisopropylethylamine (0.13 mL) in acetonitrile (2 mL) was stirred at 60° C. for 2 hours. The reaction mixture was diluted with water, and the precipitated crystals were collected by filtration. The crystals were washed with water and diethyl ether, and dried under reduced pressure to give 2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-N-(6-methoxy-2-dimethylamino-5-nitropyrimidin-4-yl)-4-methoxyaniline (86 mg). The title compound was prepared in a similar manner to that described in Example 171 using this material instead of ethyl 2-[4-chloro-2-(2-fluoro-6-methoxybenzyloxy)-4-(6-methoxy-2-methoxymethyl-5-nitropyrimidin-4-ylamino)phenoxy]acetate.

후처리

  1. filtrationthe precipitated crystals were collected by filtration
  2. washThe crystals were washed with water and diethyl ether
  3. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-d38e5f8a7a644b6596e9405b41847218
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08217069B2

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