2-(2-oxo-6-(trifluoromethyl)-1,5-naphthyridin-1(2H)-yl)acetic acid → HCID 178521253, compound

HRID 2098029Notes

Reaction equation

HRID 2098029 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])[N:8]=2)[N:3]1[CH2:16][C:17]([OH:19])=O.[Cl:20][C:21]1[C:22]([C:27]2[N:31]=[CH:30][NH:29][N:28]=2)=[C:23]([NH2:26])[S:24][CH:25]=1>>[Cl:20][C:21]1[C:22]([C:27]2[N:31]=[CH:30][NH:29][N:28]=2)=[C:23]([NH:26][C:17](=[O:19])[CH2:16][N:3]2[C:4]3[C:9](=[N:8][C:7]([C:12]([F:13])([F:14])[F:15])=[CH:6][CH:5]=3)[CH:10]=[CH:11][C:2]2=[O:1])[S:24][CH:25]=1

Participants

3

Reactant 2

HCID 687851292-(2-oxo-6-(trifluoromethyl)-1,5-naphthyridin-1(2H)-yl)acetic acidHCID 178509326HCID 178509326, compound

Product 1

HCID 178521253HCID 178521253, compound

Procedure

The title compound was prepared from 2-(2-oxo-6-(trifluoromethyl)-1,5-naphthyridin-1(2H)-yl)acetic acid (160 mg, 0.588 mmol) and 4-chloro-3-(1H-1,2,4-triazol-3-yl)thiophen-2-amine (59 mg, 0.294) mmol) according to protocol A. Retention time (min)=5.046, method [7], MS (ESI) 455.1 (M+H); 1H NMR (300 MHz, DMSO-d6) δ 8.62 (s, 1H), 8.30 (d, J=8.9 Hz, 1H), 8.21 (d, J=9.8 Hz, 1H), 8.09 (d, J=8.9 Hz, 1H), 7.20 (s, 1H), 7.13 (d, J=9.8 Hz, 1H), 5.36 (s, 2H).

Sources & evidence

ORD record
ord-1196ce51f4a949d2bfc0e29c9c231133
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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