3-(Trifluoromethyl)aniline → HCID 59513678, compound

HRID 1159953Notes

Reaction equation

HRID 1159953 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:19]3[CH:20]=[C:21]([NH:25][C:26](=[O:35])[C:27]4[C:32]([F:33])=[CH:31][CH:30]=[CH:29][C:28]=4[F:34])[CH:22]=[CH:23][CH:24]=3)=[N:10][N:11]3[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1.[F:36][C:37]([F:46])([F:45])[C:38]1[CH:39]=[C:40]([CH:42]=[CH:43][CH:44]=1)[NH2:41]>C(O)(C)C>[F:34][C:28]1[CH:29]=[CH:30][CH:31]=[C:32]([F:33])[C:27]=1[C:26]([NH:25][C:21]1[CH:22]=[CH:23][CH:24]=[C:19]([C:9]2[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:41][C:40]4[CH:42]=[CH:43][CH:44]=[C:38]([C:37]([F:36])([F:45])[F:46])[CH:39]=4)[N:7]=3)=[C:12]3[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH3:18])[N:11]3[N:10]=2)[CH:20]=1)=[O:35]

Participants

4

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 59513770HCID 59513770, compound

Product 1

HCID 59513678HCID 59513678, 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-methoxypyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamide and 3-trifluoromethylaniline in isopropanol at 150° C. for 15 min. 1H (400 MHz, DMSO d-6) 4.15 (s, 3H), 6.59 (d, J=5.2 Hz, 1H), 6.62 (d, J=7.6 Hz, 1H), 7.24 (m, 3H), 7.33 (d, J=8.0 Hz, 1H), 7.46 (m, 2H), 7.58 (m, 2H), 7.80 (d, J=8.4 Hz, 1H), 7.92 (d, J=7.6 Hz, 1H), 8.00 (s, 1H), 8.05 (d, J=8.8 Hz, 1H), 8.27 (s, 1H), 8.31 (d, J=5.2 Hz, 1H), 9.91 (s, 1H), 10.9 (s, 1H); LCMS (APCI): [M+H]+=617.

Sources & evidence

ORD record
ord-2d3a36cb3ee34289bb604260e77f8302
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

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