Boron tribromide → (S)-4-Amino-N-(3,5-dihydroxyphenyl)-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidine-5-carboxamide

HRID 1052736노트

반응식

HRID 1052736 반응식
[NH2:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[C:15]([O:17]C)[CH:14]=[C:13]([O:19]C)[CH:12]=2)=[O:9])=[C:6]([NH:21][C@H:22]([C:24]2[N:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:28](=[O:36])[C:27]3=[C:37]([CH3:40])[CH:38]=[CH:39][N:26]3[N:25]=2)[CH3:23])[N:5]=[CH:4][N:3]=1.B(Br)(Br)Br>ClCCl>[NH2:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[C:15]([OH:17])[CH:14]=[C:13]([OH:19])[CH:12]=2)=[O:9])=[C:6]([NH:21][C@H:22]([C:24]2[N:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:28](=[O:36])[C:27]3=[C:37]([CH3:40])[CH:38]=[CH:39][N:26]3[N:25]=2)[CH3:23])[N:5]=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 118433938(S)-4-Amino-N-(3,5-dimethoxyphenyl)-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidine-5-carboxamide

생성물 1

HCID 90102389(S)-4-Amino-N-(3,5-dihydroxyphenyl)-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidine-5-carboxamide수율 3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(S)-4-Amino-N-(3,5-dimethoxyphenyl)-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidine-5-carboxamide (720 mg, 33% purity, 0.43 mmol) was treated with boron tribromide (1M in dichloromethane, 2.60 ml, 2.6 mmol) in dichloromethane (10 ml) according to the method described in Example 23. The residue was purified by reverse phase using SP1® Purification System to give 36 mg (3% yield) as a solid. Purity 99%.

후처리

  1. customThe residue was purified by reverse phase
  2. custom® Purification System
  3. customto give 36 mg (3% yield) as a solid

출처 및 근거

ORD 기록
ord-8ce144a4a6f647e79a70801509cac9cb
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388189B2

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