3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 53345017, compound

HRID 1397462Notes

Reaction equation

HRID 1397462 reaction equation
[CH3:1][C:2]([C:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[NH:8][N: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[NH:7][N:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH: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 178448774HCID 178448774, compound

Product 1

HCID 53345017HCID 53345017, compoundYield 11%

Procedure

This compound was synthesized from 2-methyl-2-(5-phenyl-1H-pyrazol-3-yl)propan-1-amine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (10 mg, yield 11%). 1H NMR (CDCl3) δ 8.52 (s, 1H) 8.20 (d, J=7.4, 1H), 8.05 (d, J=7.4, 1H), 7.64-7.52 (m, 3H), 7.46-7.32 (m, 3H), 6.47 (s, 1H), 3.70 (d, J=4.5, 2H), 1.44 (s, 6H). MS (ESI) m/z: Calculated for C23H20F3N5O2: 455.16. found: 456.2 (M+H)+.

Sources & evidence

ORD record
ord-95cb6e5954214faf88485fc3cbf0f9ff
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

Loading…