2-(2-oxo-6-(trifluoromethyl)quinolin-1(2H)-yl)acetic acid → N-(5-chloro-3-(1H-1,2,4-triazol-5-yl)thiophen-2-yl)-2-(2-oxo-6-(trifluoromethyl)quinolin-1(2H)-yl)acetamide

HRID 2098096Notes

Reaction equation

HRID 2098096 reaction equation
[O:1]=[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=2)[N:3]1[CH2:16][C:17]([OH:19])=O.[Cl:20][C:21]1[S:25][C:24]([NH2:26])=[C:23]([C:27]2[NH:31][CH:30]=[N:29][N:28]=2)[CH:22]=1>>[Cl:20][C:21]1[S:25][C:24]([NH:26][C:17](=[O:19])[CH2:16][N:3]2[C:4]3[C:9](=[CH:8][C:7]([C:12]([F:15])([F:13])[F:14])=[CH:6][CH:5]=3)[CH:10]=[CH:11][C:2]2=[O:1])=[C:23]([C:27]2[NH:28][N:29]=[CH:30][N:31]=2)[CH:22]=1

Participants

3

Reactant 2

HCID 687598572-(2-oxo-6-(trifluoromethyl)quinolin-1(2H)-yl)acetic acidHCID 178509328HCID 178509328, compound

Product 1

HCID 59636670N-(5-chloro-3-(1H-1,2,4-triazol-5-yl)thiophen-2-yl)-2-(2-oxo-6-(trifluoromethyl)quinolin-1(2H)-yl)acetamide

Procedure

The title compound was synthesized from 2-(2-oxo-6-(trifluoromethyl)quinolin-1(2H)-yl)acetic acid and 5-chloro-3-(4H-1,2,4-triazol-3-yl)thiophen-2-amine according to protocol A. Retention time (min)=6.178, method [7], MS (ESI) 454.1 (M+H).); 1H NMR (300 MHz, CD3C1) δ 11.93 (b s, 1H), 8.0 (s, 1H), 7.92-7.86 (m, 2H), 7.84-7.81 (m, 1H), 7.58 (d, J=8.8 Hz, 1H), 7.17 (s, 1H), 6.97 (d, J=9.34 Hz, 1H), 5.30 (s, 2H).

Sources & evidence

ORD record
ord-aa106214e9334dd39f79096c6579c94d
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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