Ammonium Hydroxide → HCID 10200034、化合物

HRID 1635884ノート

反応式

HRID 1635884 の反応式
C[O:2][C:3]1[CH:8]=[C:7]([N:9]2[CH:13]=[CH:12][C:11]([CH3:14])=[N:10]2)[CH:6]=[CH:5][C:4]=1[C:15]([N:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[CH2:21][N:20]2[CH:28]=[CH:29][CH:30]=[C:19]2[CH2:18]1)=[O:16].B(Br)(Br)Br.[OH-].[NH4+]>ClCCl>[OH:2][C:3]1[CH:8]=[C:7]([N:9]2[CH:13]=[CH:12][C:11]([CH3:14])=[N:10]2)[CH:6]=[CH:5][C:4]=1[C:15]([N:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[CH2:21][N:20]2[CH:28]=[CH:29][CH:30]=[C:19]2[CH2:18]1)=[O:16]

参加物

5

反応物 3

HCID 14923Ammonium HydroxideHCID 25134Boron tribromideHCID 10200885HCID 10200885、化合物

生成物 1

HCID 10200034HCID 10200034、化合物収率 24%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-78 °C

実験手順

[2-Methoxy-4-(3-methyl-pyrazol-1-yl)-phenyl](5H,11H-pyrrolo[2,1-c][1,4]-benzodiazepin-10-yl) methanone (0.82 g) from Example 107 was dissolved in dichloromethane (20 ml) and cooled to −78° C. Boron tribromide (6.2 ml) was added and the reaction stirred at 0° C. for five minutes. Ammonium hydroxide (15 ml) was added and extracted with dichloromethane. The organic phase was washed with brine and dried over anhydrous magnesium sulfate. The solid was removed by filtration and the solvent removed in vacuo. The residue was purified by flash column chromatography on silica pressure eluting with hexane/ethyl acetate (3/1 then 2/1) to afford 0.19 g of the title compound as a colorless solid, m.p. 134-136° C.

後処理

  1. extractionextracted with dichloromethane
  2. washThe organic phase was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solid was removed by filtration
  5. customthe solvent removed in vacuo
  6. customThe residue was purified by flash column chromatography on silica pressure
  7. washeluting with hexane/ethyl acetate (3/1

出典と根拠

ORDレコード
ord-77a4fcd287e3471091f23d65fee15711
出典データセット
uspto-grants-2003_01
特許番号
US06511974B1

反応ノート

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