3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 67346657, compound

HRID 1397351Notes

Reaction equation

HRID 1397351 reaction equation
[CH3:1][C:2]([C:6]1[S:7][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][N:10]=1)([CH3:5])[CH2:3][NH2:4].[F:17][C:18]([F:34])([F:33])[C:19]1[O:23][N:22]=[C:21]([C:24]2[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=2)[C:27](O)=[O:28])[N:20]=1>>[CH3:5][C:2]([C:6]1[S:7][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][N:10]=1)([CH3:1])[CH2:3][NH:4][C:27](=[O:28])[C:26]1[CH:30]=[CH:31][CH:32]=[C:24]([C:21]2[N:20]=[C:19]([C:18]([F:34])([F:33])[F:17])[O:23][N:22]=2)[CH:25]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 67324160HCID 67324160, compound

Product 1

HCID 67346657HCID 67346657, compoundYield 17%

Procedure

This compound was synthesized from 2-methyl-2-(5-phenylthiazol-2-yl)propan-1-amine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (20 mg, yield 17%). 1H NMR (400 MHz, MeOD) δ 8.55 (m, 1H), 8.29-8.27 (m, 1H), 8.03-8.01 (m, 1H), 7.96 (s, 1H), 7.98 (s, 1H), 7.71-7.67 (t, J=7.8 Hz, 1H), 7.63-7.61 (m, 2H), 7.43-7.39 (m, 2H), 7.35-7.32 (m, 1H), 3.75 (s, 2H), 1.56 (s, 6H). MS (ESI) m/z: Calculated for C23H19F3N4O2S: 472.12. found: 473.1 (M+H)+.

Sources & evidence

ORD record
ord-4fb0985536914fadbd9a3b657a43e0e0
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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