3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 69950026, compound

HRID 1397312Notes

Reaction equation

HRID 1397312 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[C:11]1([CH2:17][NH2:18])[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.[F:19][C:20]([F:36])([F:35])[C:21]1[O:25][N:24]=[C:23]([C:26]2[CH:27]=[C:28]([CH:32]=[CH:33][CH:34]=2)[C:29](O)=[O:30])[N:22]=1>>[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[C:11]1([CH2:17][NH:18][C:29](=[O:30])[C:28]2[CH:32]=[CH:33][CH:34]=[C:26]([C:23]3[N:22]=[C:21]([C:20]([F:36])([F:35])[F:19])[O:25][N:24]=3)[CH:27]=2)[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 43608685HCID 43608685, compound

Product 1

HCID 69950026HCID 69950026, compoundYield 30%

Procedure

This compound was synthesized from (4-(3,4-dihydroisoquinolin-2(1H)-yl)tetrahydro-2H-pyran-4-yl)methan amine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (40 mg, yield 30%). 1H NMR (400 MHz, CDCl3) δ 8.45 (s, 1H), 8.22 (d, J=7.8 Hz, 1H), 7.91-7.89 (d, J=7.5 Hz, 1H), 7.59-7.55 (t, J=7.8 Hz, 1H), 7.17-7.15 (m, 3H), 7.12-7.07 (m, 2H), 3.96-3.93 (m, 4H), 3.86-3.85 (d, J=4.8 Hz, 2H), 3.74-3.68 (m, 2H), 2.95 (m, 4H), 2.15-2.07 (m, 2H), 1.58-1.55 (m, 2H). MS (ESI) m/z: Calculated for C25H25F3N4O3: 486.19. found: 487.2 (M+H)+.

Sources & evidence

ORD record
ord-52d580c515984d49888c68fe6ff6bdd0
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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