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

HRID 2192315ノート

反応式

HRID 2192315 の反応式
[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

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 78922-MethylpentaneHCID 34164032-bromo-N-(3-fluorophenyl)acetamideHCID 58348375HCID 58348375、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-479bf25aeb0444b48ae82b3c66877e74
出典データセット
uspto-grants-2012_12
特許番号
US08329729B2

反応ノート

読み込み中…