Diethyl Ether → (R)-1-[(3-Fluoro-phenylcarbamoyl)-methyl]-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 2192315노트

반응식

HRID 2192315 반응식
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10]([C:12]1([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2.[Br:24][CH2:25][C:26]([NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[CH:30]=1)=[O:27].C(OCC)C.CCCC(C)C>C(#N)C>[Br-:24].[F:35][C:31]1[CH:30]=[C:29]([NH:28][C:26]([CH2:25][N+:1]23[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]2)[C@@H:3]([O:9][C:10]([C:12]2([C:19]4[S:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[O:11])[CH2:2]3)=[O:27])[CH:34]=[CH:33][CH:32]=1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 78922-MethylpentaneHCID 34164032-bromo-N-(3-fluorophenyl)acetamideHCID 58348375HCID 58348375, 화합물

생성물 1

HCID 86655273(R)-1-[(3-Fluoro-phenylcarbamoyl)-methyl]-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide수율 55.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1-Thiophen-2-yl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 5d) (96 mg) and 2-bromo-N-(3-fluoro-phenyl)-acetamide (Example 8a) (67 mg) were dissolved in acetonitrile (2 mL) and left overnight. Diethyl ether (10 mL) and isohexane (8 mL) were added and the mixture was left overnight. The resulting crystals were filtered off and washed with diethyl ether to afford the titled compound (90 mg).

후처리

  1. waitthe mixture was left overnight
  2. filtrationThe resulting crystals were filtered off
  3. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-479bf25aeb0444b48ae82b3c66877e74
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329729B2

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