2,5-Dimethoxyaniline → 4-(2,5-Dimethoxyanilino)-6-methyl-2-(2-pyridinyl)pyrimidine

HRID 2084080Notes

Reaction equation

HRID 2084080 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1.[CH3:15][O:16][C:17]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:18]=1[NH2:19]>>[CH3:15][O:16][C:17]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:18]=1[NH:19][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1

Participants

3

Reactant 2

HCID 76132,5-DimethoxyanilineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 99669424-(2,5-Dimethoxyanilino)-6-methyl-2-(2-pyridinyl)pyrimidine

Procedure

The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (100 mg, 0.486 mmol) and 2,5-dimethoxyaniline similar to Example 13 and isolated as a tan oil (116 mg, 74%). 1H NMR (CDCl3): 8.78-8.76 (m, 1H), 8.44 (d, J=7.8 Hz, 1H), 7.81 (d, J=2.7 Hz, 1H), 7.79-7.74 (m, 1H). 7.32-7.28 (m, 2H), 6.78 (d, J=9.3 Hz, 1H), 6.60 (s, 1H), 6.53 (dd, J=3.0, 8.7 Hz, 1H), 3.77 (d, J=3.3 Hz, 6H), 2.48 (s, 3H).

Sources & evidence

ORD record
ord-dbcc9f3d6c6941d98f6026f3d3a5402b
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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