3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline → HCID 57829731, compound

HRID 1855518Notes

Reaction equation

HRID 1855518 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[N:3]=1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([NH2:32])[CH:23]=[CH:24][C:25]=1[N:26]1[CH:30]=[C:29]([CH3:31])[N:28]=[CH:27]1>>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([NH:32][C:2]2[N:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[N:3]=2)[CH:23]=[CH:24][C:25]=1[N:26]1[CH:30]=[C:29]([CH3:31])[N:28]=[CH:27]1

Participants

3

Reactant 2

HCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 86633635HCID 86633635, compound

Product 1

HCID 57829731HCID 57829731, compound

Procedure

Using in analogous manner the procedure described in example 1e), 2-(2-chloro-6-morpholin-4-yl-pyrimidin-4-yl)-propan-2-ol (77 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 (62 mg, 49%). MS ISP (m/e): 425.2 [(M+H)+].) 1 1H NMR (CDCl3, 300 MHz): (ppm)=7.82 (s, 2H), 7.16 (d, 1H), 6.98 (dd, 1H), 6.95 (s, 1H), 6.87 (s, 1H), 6.12 (s, 1H), 4.15 (br s, 1H), 3.81 (s, 3H), 3.78 and 3.65 (2 m, 2×4H), 3.16 (s, 6H), 2.30 (s, 3H), 1.51 (s, 6H).

Sources & evidence

ORD record
ord-a9c0a841a12a419b86413e76727c1924
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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