3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 71487698, compound

HRID 1397269Notes

Reaction equation

HRID 1397269 reaction equation
[CH3:1][C:2]([C:6]1[S:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[N:10]=1)([CH3:5])[CH2:3][NH2:4].[F:21][C:22]([F:38])([F:37])[C:23]1[O:27][N:26]=[C:25]([C:28]2[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=2)[C:31](O)=[O:32])[N:24]=1>>[CH3:5][C:2]([C:6]1[S:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:19])([F:20])[F:18])=[CH:13][CH:12]=2)[N:10]=1)([CH3:1])[CH2:3][NH:4][C:31](=[O:32])[C:30]1[CH:34]=[CH:35][CH:36]=[C:28]([C:25]2[N:24]=[C:23]([C:22]([F:38])([F:37])[F:21])[O:27][N:26]=2)[CH:29]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 67324389HCID 67324389, compound

Product 1

HCID 71487698HCID 71487698, compoundYield 24%

Procedure

This compound was synthesized from 2-methyl-2-(4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)propan-1-amine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (10 mgs, 24% yield). 1H NMR (300 MHz, CDCl3) δ 8.51 (s, 1H), 8.25 (d, J=7.4 Hz, 1H), 8.09-7.96 (m, 4H), 7.64-7.53 (m, 3H), 3.82 (bs, 2H), 1.56 (s, 6H). MS (ESI) m/z: Calculated for C24H18F6N4O2S: 540.11. found: 541.1 (M+H)+.

Sources & evidence

ORD record
ord-86d609ffccae4e468522530ecb4d3385
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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