4-(Dimethylamino)-N-(2-fluoro-3-(1-(6-morpholino-1H-indol-3-yl)-2-nitroethyl)phenyl)benzamide → N-(3-(2-Amino-1-(6-morpholino-1H-indol-3-yl)ethyl)-2-fluorophenyl)-4-(dimethylamino)benzamide

HRID 2361354ノート

反応式

HRID 2361354 の反応式
[CH3:1][N:2]([CH3:39])[C:3]1[CH:38]=[CH:37][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]([C:21]3[C:29]4[C:24](=[CH:25][C:26]([N:30]5[CH2:35][CH2:34][O:33][CH2:32][CH2:31]5)=[CH:27][CH:28]=4)[NH:23][CH:22]=3)[CH2:17][N+:18]([O-])=O)[C:11]=2[F:36])=[O:8])=[CH:5][CH:4]=1.[H][H]>CO.[Ni]>[NH2:18][CH2:17][CH:16]([C:12]1[C:11]([F:36])=[C:10]([NH:9][C:7](=[O:8])[C:6]2[CH:5]=[CH:4][C:3]([N:2]([CH3:1])[CH3:39])=[CH:38][CH:37]=2)[CH:15]=[CH:14][CH:13]=1)[C:21]1[C:29]2[C:24](=[CH:25][C:26]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[CH:27][CH:28]=2)[NH:23][CH:22]=1

参加物

5

反応物 2

HCID 679949194-(Dimethylamino)-N-(2-fluoro-3-(1-(6-morpholino-1H-indol-3-yl)-2-nitroethyl)phenyl)benzamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 67994859N-(3-(2-Amino-1-(6-morpholino-1H-indol-3-yl)ethyl)-2-fluorophenyl)-4-(dimethylamino)benzamide収率 82.1%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

A mixture of 4-(dimethylamino)-N-(2-fluoro-3-(1-(6-morpholino-1H-indol-3-yl)-2-nitroethyl)phenyl)benzamide (0.388 g, 0.730 mmol) and Raney Ni (a small amount) in MeOH (35 mL) was treated with hydrogen at 55 psi a Parr shaker apparatus for 3 hr. The catalyst was removed by suction filtration. The filtrate was concentrated under vacuum, diluted with CH2Cl2 (100 mL), washed with brine (25 mL) and dried over anhydrous MgSO4. Removal of solvent under vacuum provided the desired product (0.321 g, 0.599 mmol, 82% yield) as an off-white solid.

後処理

  1. customThe catalyst was removed by suction filtration
  2. concentrationThe filtrate was concentrated under vacuum
  3. additiondiluted with CH2Cl2 (100 mL)
  4. washwashed with brine (25 mL)
  5. dry with materialdried over anhydrous MgSO4
  6. customRemoval of solvent under vacuum

出典と根拠

ORDレコード
ord-6beeff3ed10447f38b6f32c46ad9c983
出典データセット
uspto-grants-2014_04
特許番号
US08685969B2

反応ノート

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