3-(Trifluoromethyl)aniline → HCID 59513843, compound

HRID 1159952Notes

Reaction equation

HRID 1159952 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:18]3[CH:19]=[C:20]([NH:24][C:25](=[O:34])[C:26]4[C:31]([F:32])=[CH:30][CH:29]=[CH:28][C:27]=4[F:33])[CH:21]=[CH:22][CH:23]=3)=[N:10][N:11]3[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1.[F:35][C:36]([F:45])([F:44])[C:37]1[CH:38]=[C:39]([CH:41]=[CH:42][CH:43]=1)[NH2:40]>C(O)(C)C>[F:33][C:27]1[CH:28]=[CH:29][CH:30]=[C:31]([F:32])[C:26]=1[C:25]([NH:24][C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([C:9]2[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:40][C:39]4[CH:41]=[CH:42][CH:43]=[C:37]([C:36]([F:35])([F:44])[F:45])[CH:38]=4)[N:7]=3)=[C:12]3[CH:13]=[CH:14][CH:15]=[C:16]([CH3:17])[N:11]3[N:10]=2)[CH:19]=1)=[O:34]

Participants

4

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 59513742HCID 59513742, compound

Product 1

HCID 59513843HCID 59513843, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The title compound was prepared through standard displacement conditions by microwaving N-{3-[3-(2-chloropyrimidin-4-yl)-7-methylpyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamide and 3-trifluoromethylaniline in isopropanol at 150° C. for 15 min. 1H NMR (400 MHz, DMSO d-6) 2.73 (s, 3H), 3.76 (s, 3H), 6.50 (s, 1H), 7.02 (m, 2H), 7.22 (m, 2H), 7.33 (m, 2H), 7.43 (m, 2H), 7.57 (m, 1H), 7.70 (m, 1H), 7.83 (d, J=8.8 Hz, 1H), 7.95 (s, 1H), 8.23 (d, J=5.6 Hz, 1H), 8.35 (d, J=8.4 Hz, 1H), 9.52 (s, 1H), 10.9 (s, 1H); LCMS (ESI): [M+H]+=581.

Sources & evidence

ORD record
ord-27825f30c1304b3c8aa99b989fa9d206
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

Loading…