Methyl bromoacetate → [4-(3-{3-[(2-chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amino]-propoxy}-phenyl)-piperazin-1-yl]-acetic Acid Methyl Ester

HRID 902702ノート

反応式

HRID 902702 の反応式
Cl.[Cl:2][C:3]1[C:40]([C:41]([F:44])([F:43])[F:42])=[CH:39][CH:38]=[CH:37][C:4]=1[CH2:5][N:6]([CH2:23][CH:24]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[CH:12]=1.[CH3:45][O:46][C:47](=[O:50])[CH2:48]Br.C(N(C(C)C)CC)(C)C>CO>[CH3:45][O:46][C:47](=[O:50])[CH2:48][N:20]1[CH2:19][CH2:18][N:17]([C:13]2[CH:14]=[CH:15][CH:16]=[C:11]([O:10][CH2:9][CH2:8][CH2:7][N:6]([CH2:5][C:4]3[CH:37]=[CH:38][CH:39]=[C:40]([C:41]([F:42])([F:44])[F:43])[C:3]=3[Cl:2])[CH2:23][CH:24]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:12]=2)[CH2:22][CH2:21]1

参加物

5

反応物 3

HCID 60984Methyl bromoacetateHCID 81531DiisopropylethylamineHCID 69253147HCID 69253147、化合物

生成物 1

HCID 69252741[4-(3-{3-[(2-chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amino]-propoxy}-phenyl)-piperazin-1-yl]-acetic Acid Methyl Ester

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of (2-chloro-3-trifluoromethyl-benzyl)-(2,2-diphenyl-ethyl)-[3-(3-piperazin-1-yl-phenoxy)-propyl]-amine hydrochloride (114 mg, 0.187 mmol—Example 168) in methanol (15 mL) was treated with bromo-acetic acid methyl ester (57 mg, 0.375 mmol) and diisopropyl-ethyl-amine (48 mg, 0.375 mmol). The resulting solution was heated at 50° C. for 3 hours, cooled to room temperature, and concentrated. The crude material was dissolved in EtOAc and washed with water (1×). The organic layer was then washed with brine (1×), dried over sodium sulfate, and filtered. The EtOAc was concentrated and the sample was dried under vacuum to title compound as an oil (99 mg, 78%). MS(ES) m/e 622.2 ([M−COOCH3]+).

後処理

  1. temperaturecooled to room temperature
  2. concentrationconcentrated
  3. dissolutionThe crude material was dissolved in EtOAc
  4. washwashed with water (1×)
  5. washThe organic layer was then washed with brine (1×)
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationThe EtOAc was concentrated
  9. dry with materialthe sample was dried under vacuum to title compound as an oil (99 mg, 78%)

出典と根拠

ORDレコード
ord-b800edf30ce648d49d87c87374d9d9c6
出典データセット
uspto-grants-2008_04
特許番号
US07365085B2

反応ノート

読み込み中…