Water → HCID 178423607、化合物

HRID 1596370ノート

反応式

HRID 1596370 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=2[N:12]([CH2:20][C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29]C)=[O:22])[C:11](=[O:31])[CH:10]([NH:32][C:33]([NH:35][C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([C:42]3[NH:46][N:45]=[N:44][N:43]=3)[CH:37]=2)=[O:34])[N:9]=1.B(Br)(Br)Br.C(OCC)(=O)C.O>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=2[N:12]([CH2:20][C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[OH:29])=[O:22])[C:11](=[O:31])[CH:10]([NH:32][C:33]([NH:35][C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([C:42]3[NH:46][N:45]=[N:44][N:43]=3)[CH:37]=2)=[O:34])[N:9]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 25134Boron tribromideHCID 178489552HCID 178489552、化合物

生成物 1

HCID 178423607HCID 178423607、化合物収率 103.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A mixture of N-[(3RS)-2,3-dihydro-5-(2-fluorophenyl)-1-(2-methoxyphenacyl)-9-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-N′-[3-(tetrazol-5-yl)phenyl]urea (200 mg) and 1N boron tribromide in methylene chloride (3.87 ml) was stirred at 0° C. under nitrogen stream for 4 hours and allowed to stand in a refrigerator overnight. Ethyl acetate and water were added to the reaction mixture. The separated organic layer was washed with water and brine, and then dried over magnesium sulfate. The solvent was evaporated in vacuo to afford a pale brown powder, which was washed with diisopropyl ether and collected by filtration to give N-[(3RS)-2,3-dihydro-5-(2-fluorophenyl)-1-(2-hydroxyphenacyl)-9-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-N′-[3-(tetrazol-5-yl)phenyl]urea (202.0 mg) as a crystalline powder.

後処理

  1. customto stand in a refrigerator overnight
  2. washThe separated organic layer was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated in vacuo
  5. customto afford a pale brown powder, which
  6. washwas washed with diisopropyl ether
  7. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-c0186e5d23784859b8bd9219d2099364
出典データセット
uspto-grants-2001_09
特許番号
US06291452B1

反応ノート

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