3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 69950076, compound

HRID 1397298Notes

Reaction equation

HRID 1397298 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:12]3([CH2:15][NH2:16])[CH2:14][CH2:13]3)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[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>>[C:1]1([C:7]2[N:8]=[C:9]([C:12]3([CH2:15][NH:16][C:27](=[O:28])[C:26]4[CH:30]=[CH:31][CH:32]=[C:24]([C:21]5[N:20]=[C:19]([C:18]([F:34])([F:33])[F:17])[O:23][N:22]=5)[CH:25]=4)[CH2:13][CH2:14]3)[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 67324095HCID 67324095, compound

Product 1

HCID 69950076HCID 69950076, compoundYield 49%

Procedure

This compound was synthesized from (1-(4-phenylthiazol-2-yl)cyclopropyl)methanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (47 mg, yield 49%). 1H NMR (400 MHz, CDCl3) δ 8.59 (s, 1H), 8.25-8.23 (m, 2H), 8.09-8.07 (m, 1H), 7.90-7.88 (m, 2H), 7.63-7.59 (t, J=7.9 Hz, 1H), 7.41-7.38 (m, 2H), 7.35-7.33 (m, 1H), 7.32 (s, 1H), 3.93 (d, J=5.5 Hz, 2H), 1.42-1.39 (m, 2H), 1.23-1.20 (m, 2H). MS (ESI) m/z: Calculated for C23H17F3N4O2S: 470.10. found: 471.0 (M+H)+.

Sources & evidence

ORD record
ord-255ea9482c314f9589c022b5afe93e15
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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