4-Fluoroaniline → HCID 57829835, compound

HRID 1855475Notes

Reaction equation

HRID 1855475 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.Cl[C:10]1[N:15]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]3)=[C:19]([O:29][CH3:30])[CH:18]=2)[CH:13]=[CH:12][CH:11]=1>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:10]2[CH:11]=[CH:12][CH:13]=[C:14]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]4)=[C:19]([O:29][CH3:30])[CH:18]=3)[N:15]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 97314-FluoroanilineHCID 86633629HCID 86633629, compound

Product 1

HCID 57829835HCID 57829835, compound

Procedure

Prepared in analogy to example 62 from 4-fluoroaniline and (6-chloro-pyridin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine. The title compound was obtained as a colorless foam (Yield=17%). MS ISP (m/e): 390.4 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.02 (s, 1H), 8.83 (s, 1H), 7.64 (d, 1H), 7.60-7.50 (m, 2H), 7.45-7.35 (m, 2H), 7.24 (dxd, 1H), 7.15 (d, 1H), 7.07 (t, 1H), 7.02 (s, 1H), 6.24 (qa, 1H), 3.59 (s, 3H), 2.15 (s, 3H).

Sources & evidence

ORD record
ord-2c3df8c936f945f6a6c1ee2ac868a8b2
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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