3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 53345358, compound

HRID 1397411Notes

Reaction equation

HRID 1397411 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[C:11]([C:13]3([CH2:20][NH2:21])[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)[N:12]=2)=[CH:4][CH:3]=1.[F:22][C:23]([F:39])([F:38])[C:24]1[O:28][N:27]=[C:26]([C:29]2[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=2)[C:32](O)=[O:33])[N:25]=1>>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[C:11]([C:13]3([CH2:20][NH:21][C:32](=[O:33])[C:31]4[CH:35]=[CH:36][CH:37]=[C:29]([C:26]5[N:25]=[C:24]([C:23]([F:39])([F:38])[F:22])[O:28][N:27]=5)[CH:30]=4)[CH2:14][CH2:15][N:16]([CH3:19])[CH2:17][CH2:18]3)[N:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 67324130HCID 67324130, compound

Product 1

HCID 53345358HCID 53345358, compoundYield 5%

Procedure

This compound was synthesized from (4-(2-(4-chlorophenyl)oxazol-4-yl)-1-methylpiperidin-4-yl)methanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 96 step 3 (12 mg, yield 5%). 1H NMR (400 MHz, CDCl3) [free amine] δ 8.56 (s, 1H), 8.28-8.26 (d, J=7.7 Hz, 1H), 8.13-8.11 (d, J=7.6 Hz, 1H), 8.02-8.00 (d, J=8.5 Hz, 2H), 7.79-7.75 (m, 1H), 7.66-7.62 (d, J=7.2 Hz, 1H), 7.57 (s, 1H), 7.42-7.40 (d, J=8.2 Hz, 2H), 3.77-3.76 (d, J=4.7 Hz, 2H), 2.79-2.77 (m, 2H), 2.59 (m, 2H), 2.42 (m, 3H), 2.22-2.21 (m, 2H), 2.08-2.04 (m, 2H). MS (ESI) m/z: Calculated for C26H23ClF3N5O3: 545.14. found: 546.2 (M+H)+.

Sources & evidence

ORD record
ord-6a9ae73131d943bcbf69eccefc853e4d
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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