4-bromo-3-(4H-1,2,4-triazol-3-yl)thiophen-2-amine → HCID 59636635, compound

HRID 2098109Notes

Reaction equation

HRID 2098109 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](=[O:16])[N:9]2[CH2:12][C:13]([OH:15])=O)=[CH:4][C:3]=1[C:17]([F:20])([F:19])[F:18].[Br:21][C:22]1[C:23]([C:28]2[NH:32][N:31]=[CH:30][N:29]=2)=[C:24]([NH2:27])[S:25][CH:26]=1>>[Br:21][C:22]1[C:23]([C:28]2[NH:32][N:31]=[CH:30][N:29]=2)=[C:24]([NH:27][C:13](=[O:15])[CH2:12][N:9]2[C:10]3[C:5](=[CH:4][C:3]([C:17]([F:19])([F:18])[F:20])=[C:2]([F:1])[CH:11]=3)[CH:6]=[CH:7][C:8]2=[O:16])[S:25][CH:26]=1

Participants

3

Reactant 2

HCID 596366864-bromo-3-(4H-1,2,4-triazol-3-yl)thiophen-2-amineHCID 68784319HCID 68784319, compound

Product 1

HCID 59636635HCID 59636635, compound

Procedure

N-(4-bromo-3-(1H-1,2,4-triazol-5-yl)thiophen-2-yl)-2-(7-fluoro-2-oxo-6-(trifluoromethyl)quinolin-1(2H)-yl)acetamide was synthesized from 2-(7-fluoro-2-oxo-6-(trifluoromethyl)quinolin-1(2H)-yl)acetic acid and 4-bromo-3-(1H-1,2,4-triazol-5-yl)thiophen-2-amine according to protocol A. Retention time (min)=6.276, method [7], MS (ESI) 516.0 (M+H); 1H NMR (300 MHz, DMSO-d6) δ 8.54 (b s, 1H), 8.37 (d, J=8.24 Hz, 1H), 8.20 (d, J=9.34 Hz, 1H), 7.89 (d, J=13.72 Hz, 1H), 7.31 (s, 1H), 6.81 (d, J=9.34 Hz, 1H), 5.28 (s, 2H).

Sources & evidence

ORD record
ord-57a59c4673764161b57d514a4f0c28d7
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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