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

HRID 1497727

반응식

HRID 1497727 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f78acaec11814ce090ccbb08b374793c
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199988B2

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