4-Bromo-5-fluoro-2-methylaniline → 5-Bromo-4-fluoro-7-methyl-1h-benzotriazole

HRID 70954노트

반응식

HRID 70954 반응식
[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]2[NH:6][N:7]=[N:8][C:4]=2[C:3]=1[F:12].[Br:13][C:14]1[CH:20]=[C:19]([CH3:21])[C:17]([NH2:18])=[C:16]([N+:22]([O-:24])=[O:23])[C:15]=1[F:25].BrC1C(F)=CC([NH2:31])=C(C)C=1>>[NH2:31][C:19]([CH3:21])([CH2:20][N:7]1[N:6]=[C:5]2[C:9]([CH3:11])=[CH:10][C:2]([Br:1])=[C:3]([F:12])[C:4]2=[N:8]1)[C:17]#[N:18].[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]2[NH:6][N:7]=[N:8][C:4]=2[C:3]=1[F:12].[Br:13][C:14]1[CH:20]=[C:19]([CH3:21])[C:17]([NH2:18])=[C:16]([N+:22]([O-:24])=[O:23])[C:15]=1[F:25]

참가 물질

6

반응물 3

HCID 70180444-Bromo-5-fluoro-2-methylanilineHCID 870779564-Bromo-3-fluoro-6-methyl-2-nitroanilineHCID 1784224535-Bromo-4-fluoro-7-methyl-1h-benzotriazole

생성물 3

HCID 666204682-amino-3-(5-bromo-4-fluoro-7-methyl-2H-benzotriazol-2-yl)-2-methylpropionitrileHCID 870779564-Bromo-3-fluoro-6-methyl-2-nitroanilineHCID 1784224535-Bromo-4-fluoro-7-methyl-1h-benzotriazole수율 85%

실험 절차

2-Amino-3-(5-bromo-4-fluoro-7-methyl-2H-benzotriazol-2-yl)-2-methylpropionitrile [1.3 g, Rf=0.2 (1:1 EA/heptane)] was prepared using a procedure similar to that described in Example 1, part a and b, except starting from 5-bromo-4-fluoro-7-methyl-1H-benzotriazole. 5-Bromo-4-fluoro-7-methyl-1H-benzotriazole (4 g, 85%) was prepared using a procedure similar to that described in Example 11, part a, except starting from 4-bromo-3-fluoro-6-methyl-2-nitroaniline. 4-Bromo-3-fluoro-6-methyl-2-nitroaniline (6.1 g) was prepared using a procedure similar to that described in Example 39, part a, b and c, except starting from 4-bromo-5-fluoro-2-methylaniline (10 g).

출처 및 근거

ORD 기록
ord-473726b46df84bc288d7fd15b186b02a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822689B2

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