HCID 67323739, compound → HCID 67324200, compound

HRID 1397432Notes

Reaction equation

HRID 1397432 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]([CH3:10])[CH2:8][NH2:9])[N:4]=[C:3]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[F:17][C:18]([F:34])([F:33])[C:19]1[O:23][N:22]=[C:21]([C:24]2[CH:25]=[N:26][CH:27]=[C:28]([CH:32]=2)[C:29](O)=[O:30])[N:20]=1>>[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]([CH3:10])[CH2:8][NH:9][C:29](=[O:30])[C:28]2[CH:32]=[C:24]([C:21]3[N:20]=[C:19]([C:18]([F:34])([F:33])[F:17])[O:23][N:22]=3)[CH:25]=[N:26][CH:27]=2)[N:4]=[C:3]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 67323739HCID 67323739, compoundHCID 673242165-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid

Product 1

HCID 67324200HCID 67324200, compoundYield 16%

Procedure

This compound was synthesized from 2-(1-methyl-2-phenyl-1H-imidazol-4-yl)propan-1-amine and 5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid as described in example 8 step 6 (10 mg, yield 16%). 1H NMR (400 MHz, CDCl3) δ 9.40 (d, J=2.1 Hz, 1H), 9.31 (d, J=2.1 Hz, 1H), 9.16-9.15 (m, 1H), 8.87-8.86 (t, J=2.1 Hz, 1H), 7.62-7.59 (m, 2H), 7.42-7.40 (m, 3H), 6.81 (s, 1H), 4.02-3.96 (ddd, J=12.9 Hz, 6.2 Hz, 4.3 Hz, 1H), 3.75 (s, 3H), 3.42-3.35 (ddd, J=12.9 Hz, 9.4 Hz, 3.2 Hz, 1H), 3.15-3.10 (m, 1H), 1.40-1.38 (d, J=6.7 Hz, 3H). MS (ESI) m/z: Calculated for C22H19F3N6O2: 456.15. found: 457.3 (M+H)+.

Sources & evidence

ORD record
ord-03ae896beb664a97a1c9301c2a19302d
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

Loading…