3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 67325441, compound

HRID 1397224Notes

Reaction equation

HRID 1397224 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:13]3([CH2:19][NH2:20])[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[S:11][CH:12]=2)=[CH:4][CH:3]=1.[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>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:13]3([CH2:19][NH:20][C:31](=[O:32])[C:30]4[CH:34]=[CH:35][CH:36]=[C:28]([C:25]5[N:24]=[C:23]([C:22]([F:38])([F:37])[F:21])[O:27][N:26]=5)[CH:29]=4)[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)[S:11][CH:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 67324147HCID 67324147, compound

Product 1

HCID 67325441HCID 67325441, compoundYield 42%

Procedure

This compound was synthesized (4-(4-(4-chlorophenyl)thiazol-2-yl)tetrahydro-2H-pyran-4-yl)methanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (75 mg, yield 42%). 1H NMR (400 MHz, CDCl3) δ 8.47 (s, 1H), 8.26 (d, J=7.8 Hz, 1H), 7.99 (d, J=9 Hz, 1H), 7.83 (m, 2H), 7.59 (t, J=7.8 Hz, 1H), 7.52 (s, 1H), 7.42 (t, J=5.4 Hz, 1H), 7.35 (d, J=8.5 Hz, 2H), 3.99-3.94 (m, 2H), 3.58 (d, J=5.8 Hz, 2H), 3.77-3.71 (m, 2H), 2.35-2.29 (m, 2H), 2.08-2.05 (m, 2H). MS (ESI) m/z: Calculated for C26H20ClF3N4O3S: 548.09. found: 549.0 (M+H)+.

Sources & evidence

ORD record
ord-9a782dff32934d8aaa8994cb253e7cfe
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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