3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline → HCID 44193374, compound

HRID 1855520Notes

Reaction equation

HRID 1855520 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[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])([CH3:9])[CH3:10])[CH:5]=[C:4]([N:12]3[CH2:13][CH2:14][CH2:16][CH2:17]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 44193374HCID 44193374, 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 off-white foam (70 mg, 52%). MS ISP (m/e): 453.3 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.73 (d, 1H), 7.62 (s, 1H), 7.14 (d, 1H), 6.97 (s, 1), 6.92 (dd, 1H), 6.87 (s, 1H), 6.14 (s, 1H), 4.28 (br s, 1H), 4.10 (m, 3H), 3.85 (s, 3H), 3.47 (m, 2H), 2.30 (s, 3H), 1.55-1.70 (m, 4H), 1.51 (s, 6H), 1.32 (s, 3H).

Sources & evidence

ORD record
ord-9d0f17fb3cef4481a1ceee3351f64c15
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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