Water → N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-hydroxymethylphenyl)urea

HRID 963522

反応式

HRID 963522 の反応式
[CH:1]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:10]([CH2:12][N:13]1[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[C:17]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[F:30])=[N:16][CH:15]([NH:31][C:32]([N:34]3[CH:38]=[CH:37]N=C3)=[O:33])[C:14]1=[O:39])=[O:11])[CH2:2]2.N[C:41]1[CH:42]=[C:43]([CH:46]=CC=1)[CH2:44][OH:45].C(OCC)(=O)C.O>CN(C)C=O>[CH:5]12[CH2:8][CH2:9][CH:1]([CH2:7][CH2:6]1)[CH2:2][N:3]([C:10]([CH2:12][N:13]1[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[C:17]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[F:30])=[N:16][CH:15]([NH:31][C:32]([NH:34][C:38]3[CH:37]=[CH:41][CH:42]=[C:43]([CH2:44][OH:45])[CH:46]=3)=[O:33])[C:14]1=[O:39])=[O:11])[CH2:4]2

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 802933-Aminobenzyl alcoholHCID 19081322(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-3-(imidazol-1-yl) carbonylamino-5-(2-fluorophenyl)-1H-1,4-benzodiazepin-2-one

生成物 1

HCID 19081130N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-hydroxymethylphenyl)urea

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A mixture of [(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-3-(imidazol-1-yl)carbonylamino-5-(2-fluoro-phenyl)-1H-1,4-benzodiazepin-2-one (500 mg) and 3-aminobenzyl alcohol (128 mg) in dimethylformamide (5.0 ml) was stirred at 100° C. for 5 hours. Ethyl acetate and water were added to the reaction mixture at room temperature, and organic layer was separated, washed with water and brine, dried over magnesium sulfate, and isolated by column chlomatography on silica gel to afford N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'- (3-hydroxymethylphenyl)urea.

後処理

  1. customorganic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customisolated by column chlomatography on silica gel

出典と根拠

ORDレコード
ord-1f1eca8846fd44a6b8621269e67df73b
出典データセット
uspto-grants-1998_06
特許番号
US05763437

関連ノート

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