3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline → HCID 57829755, compound

HRID 1855517Notes

Reaction equation

HRID 1855517 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([N:12]([CH3:14])[CH3:13])[N:3]=1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([NH2:29])[CH:20]=[CH:21][C:22]=1[N:23]1[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]1>>[CH3:13][N:12]([CH3:14])[C:4]1[N:3]=[C:2]([NH:29][C:19]2[CH:20]=[CH:21][C:22]([N:23]3[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]3)=[C:17]([O:16][CH3:15])[CH:18]=2)[N:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=1

Participants

3

Reactant 2

HCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 86633634HCID 86633634, compound

Product 1

HCID 57829755HCID 57829755, compound

Procedure

Using in analogous manner the procedure described in example 1e), 2-(2-chloro-6-dimethylamino-pyrimidin-4-yl)-propan-2-ol (65 mg, 0.3 mmol) was reacted with 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (61 mg, 0.3 mmol) to give the title compound was obtained as light yellow foam (24 mg, 21%). MS ISP (m/e): 383.3 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.75 (d, 1H), 7.63 (s, 1H), 7.26 (s, 1H), 7.15 (d, 1H), 6.99 (dd, 1H), 6.87 (s, 1H), 6.01 (s, 1H), 4.38 (br s, 1H), 3.86 (s, 3H), 3.16 (s, 6H), 2.30 (s, 3H), 1.51 (s, 6H).

Sources & evidence

ORD record
ord-8d620c225a4e497ca7612c24141cf1d0
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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