3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 69949299, compound

HRID 1397229Notes

Reaction equation

HRID 1397229 reaction equation
[F: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>>[F: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 67325849HCID 67325849, compound

Product 1

HCID 69949299HCID 69949299, compoundYield 27%

Procedure

This compound was synthesized from (4-(4-(4-fluorophenyl)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 (11 mg, 27% yield): 1H NMR (300 MHz, CDCl3) δ 8.45 (s, 1H), 8.23 (d, J=6.4 Hz, 1H), 7.98 (d, J=6.4 Hz, 1H), 7.85 (t, J=5.1 Hz, 2H), 7.55 (t, J=7.7 Hz, 1H), 7.25 (s, 1H), 7.04 (t, J=7.7 Hz, 2H) 3.94 (m, 2H), 3.87 (m, 2H), 3.21 (m, 2H), 2.28 (m, 2H), 2.04 (m, 2H). MS (ESI) m/z: Calculated for C25H20F4N4O3S: 532.12. found: 533.2 (M+H)+.

Sources & evidence

ORD record
ord-2d8fbe0776b04b86909479c4c371a018
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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