Water → 4-Bromo-2-(methylamino-pyridin-2-yl-methyl)-phenylamine

HRID 1497727

反応式

HRID 1497727 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)=O.[CH3:17][NH2:18].[BH4-].[Na+].O>CO>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH2:1])=[C:3]([CH:9]([NH:18][CH3:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:4]=1

参加物

6

反応物 4

HCID 962WaterHCID 6329MethylamineHCID 738072-(2-Amino-5-bromobenzoyl)pyridineHCID 4311764Sodium borohydride

生成物 1

HCID 1176000614-Bromo-2-(methylamino-pyridin-2-yl-methyl)-phenylamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of (2-Amino-5-bromo-phenyl)-pyridin-2-yl-methanone (500 mg, 1.8 mmol) in MeOH (20 mL) is added Ti(i-OPr)4 (1.0 g, 3.6 mmol) and methylamine (2M in THF, 4.5 mL). Then the mixture is stirred at room temperature for 6 h. Sodium borohydride (137 mg, 3.6 mmol) is added in one portion. The mixture is stirred at room temperature for 2 h. Water (10 mL) is added and the mixture is filtered and washed with EtOAc. The filtrate is washed with brine, the organic layer is concentrated in vacuum to give the desired product as a crude mixture. This is used in next step with no further purification.

後処理

  1. stirringThe mixture is stirred at room temperature for 2 h
  2. filtrationthe mixture is filtered
  3. washwashed with EtOAc
  4. washThe filtrate is washed with brine
  5. concentrationthe organic layer is concentrated in vacuum

出典と根拠

ORDレコード
ord-f78acaec11814ce090ccbb08b374793c
出典データセット
uspto-grants-2015_12
特許番号
US09199988B2

関連ノート

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