3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 67345967, compound

HRID 1397376Notes

Reaction equation

HRID 1397376 reaction equation
[CH3:1][C:2]([C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][CH:7]=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:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][CH:7]=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 67324792HCID 67324792, compound

Product 1

HCID 67345967HCID 67345967, compoundYield 51%

Procedure

This compound was synthesized from 2-methyl-2-(2-phenylthiazol-5-yl)propan-1-amine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (70 mg, yield 51%). 1H NMR (400 MHz, MeOD) δ 8.55 (t, J=1.6 Hz, 1H), 8.29-8.26 (dt, J=7.9 Hz, 1.3 Hz, 1H), 8.03-8.01 (dt, J=7.8 Hz, 1.5 Hz, 1H), 7.91-7.88 (m, 2H), 7.70-7.66 (m, 2H), 7.47-7.45 (m, 3H), 3.64 (s, 2H), 1.53 (s, 6H). MS (ESI) m/z: Calculated for C23H19F3N4O2S: 472.12. found: 473.2 (M+H)+.

Sources & evidence

ORD record
ord-89edd70a4bdb4dd385a1dacdfefd01a2
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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