Water → 4-[1-Amino-4-[2-(3-hydroxy-phenyl)-ethylamino]-1-(3-methyl-3H-imidazol-4-yl)-butyl]-2-fluoro-benzonitrile

HRID 413433노트

반응식

HRID 413433 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([NH:30]S(C(C)(C)C)=O)([C:24]2[N:25]([CH3:29])[CH:26]=[N:27][CH:28]=2)[CH2:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22]C)[CH:17]=2)=[CH:5][C:4]=1[F:37])#[N:2].B(Br)(Br)Br.O>C(Cl)Cl>[NH2:30][C:9]([C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([F:37])[CH:5]=1)([C:24]1[N:25]([CH3:29])[CH:26]=[N:27][CH:28]=1)[CH2:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([OH:22])[CH:17]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromideHCID 865855192-Methyl-propane-2-sulfinic acid [1-(4-cyano-3-fluoro-phenyl)-4-[2-(3-methoxy-phenyl)-ethylamino]-1-(3-methyl-3-H-imidazol-4-yl)-butyl]-amide

생성물 1

HCID 185332004-[1-Amino-4-[2-(3-hydroxy-phenyl)-ethylamino]-1-(3-methyl-3H-imidazol-4-yl)-butyl]-2-fluoro-benzonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2-Methyl-propane-2-sulfinic acid [1-(4-cyano-3-fluoro-phenyl)-4-[2-(3-methoxy-phenyl)-ethylamino]-1-(3-methyl-3-H-imidazol-4-yl)-butyl]-amide (0.075 g, 0.1427 mmol) was dissolved in CH2Cl2 (7 mL) with cooling in an ice-H2O bath, then treated with BBr3 (1 mL of a 1M solution in CH2Cl2, 1 mmol). After 15 min., H2O (3 mL) was added and the reaction mixture was concentrated in vacuo. The residue was dissolved in MeOH and stirred at ambient temperature for 15 min. Concentration to dryness gave the title compound which was used without further purification. MS (M+1) 408.

후처리

  1. temperaturewith cooling in an ice-H2O bath
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. dissolutionThe residue was dissolved in MeOH
  4. concentrationConcentration to dryness

출처 및 근거

ORD 기록
ord-e2001d3c7d0c44c8893b3f00f01c88e6
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566385B2

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