3-(Trifluoromethyl)aniline → HCID 57829771, compound

HRID 1855478Notes

Reaction equation

HRID 1855478 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].Cl[C:13]1[N:18]=[C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH:30]=[C:29]([CH3:31])[N:28]=[CH:27]3)=[C:22]([O:32][CH3:33])[CH:21]=2)[CH:16]=[CH:15][CH:14]=1>>[CH3:33][O:32][C:22]1[CH:21]=[C:20]([NH:19][C:17]2[CH:16]=[CH:15][CH:14]=[C:13]([NH:6][C:5]3[CH:7]=[CH:8][CH:9]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=3)[N:18]=2)[CH:25]=[CH:24][C:23]=1[N:26]1[CH:30]=[C:29]([CH3:31])[N:28]=[CH:27]1

Participants

3

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 86633629HCID 86633629, compound

Product 1

HCID 57829771HCID 57829771, compound

Procedure

Prepared in analogy to example 62 from 3-trifluoromethylaniline and (6-chloro-pyridin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine. The title compound was obtained as a brownish solid (Yield=48%). MS ISP (m/e): 440.3 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.24 (s, 1H), 9.13 (s, 1H), 7.93 (s, 1H), 7.82 (d, 1H), 7.65 (s, 1H), 7.55-7.40 (m, 2H), 7.36 (d, 1H), 7.25-7.10 (m, 3H), 7.00 (s, 1H), 6.32 (t, 2H), 3.54 (s, 3H), 2.15 (s, 3H).

Sources & evidence

ORD record
ord-14c7cd343fe4436e9c8149c4cd05c8e6
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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