3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 69949430, compound

HRID 1397354Notes

Reaction equation

HRID 1397354 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([CH2:13][NH2:14])[CH2:12][CH2:11][O:10][CH2:9][CH2:8]2)[CH:2]=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>>[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([CH2:13][NH:14][C:31](=[O:32])[C:30]3[CH:34]=[CH:35][CH:36]=[C:28]([C:25]4[N:24]=[C:23]([C:22]([F:38])([F:37])[F:21])[O:27][N:26]=4)[CH:29]=3)[CH2:8][CH2:9][O:10][CH2:11][CH2:12]2)[CH:2]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 67326010HCID 67326010, compound

Product 1

HCID 69949430HCID 69949430, compoundYield 56%

Procedure

This compound was synthesized from (4-([1,1′-biphenyl]-3-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 (110 mg, yield 56%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 8.28 (s, 1H), 8.23-8.21 (d, J=7.7 Hz, 1H), 7.86-7.84 (d, J=8.0 Hz, 1H), 7.58-7.55 (m, 6H), 7.45-7.37 (m, 4H), 5.85-5.82 (t, J=6.1 Hz, 1H), 3.96-3.91 (m, 2H), 3.79-3.78 (d, J=6.4 Hz, 2H), 3.74-3.69 (m, 2H), 2.27-2.22 (m, 2H), 2.10-2.04 (m, 2H). MS (ESI) m/z: Calculated for C28H24F3N3O3: 507.18. found: 508.1 (M+H)+.

Sources & evidence

ORD record
ord-20d788fce3af484eab50f067ee3f6844
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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