3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 67324477, compound

HRID 1397414Notes

Reaction equation

HRID 1397414 reaction equation
[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([CH2:14][NH2:15])[CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8]2)[CH:2]=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>>[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([CH2:14][NH:15][C:32](=[O:33])[C:31]3[CH:35]=[CH:36][CH:37]=[C:29]([C:26]4[N:25]=[C:24]([C:23]([F:39])([F:38])[F:22])[O:28][N:27]=4)[CH:30]=3)[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12]2)[CH:2]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 59152335HCID 59152335, compound

Product 1

HCID 67324477HCID 67324477, compoundYield 31%

Procedure

This compound was synthesized from (4-([1,1′-biphenyl]-3-yl)-1-methylpiperidin-4-yl)methanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (60 mg, yield 31%) as an off white solid. 1H NMR (400 MHz, MeOD) δ 8.39 (m, 1H), 8.23-8.21 (m, 1H), 7.90-7.88 (m, 1H), 7.64-7.54 (m, 4H), 7.49-7.47 (m, 3H), 7.39-7.36 (m, 2H), 7.31-7.28 (m, 1H), 3.60 (m, 2H), 2.79-2.76 (m, 2H), 2.42-2.30 (m, 4H), 2.23 (m, 3H), 2.11-2.06 (m, 2H). MS (ESI) m/z: Calculated for C29H27F3N4O2: 520.21. found: 521.2 (M+H)+.

Sources & evidence

ORD record
ord-6a8f795c7bc047bd8ff4891eae71c4e5
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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