3,5-Dimethoxyaniline → HCID 22732517, compound

HRID 1765204Notes

Reaction equation

HRID 1765204 reaction equation
[Cl:1][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:18]=[C:19]([CH:21]=[C:22]([O:24][CH3:25])[CH:23]=1)[NH2:20]>>[ClH:1].[CH3:25][O:24][C:22]1[CH:21]=[C:19]([CH:18]=[C:17]([O:16][CH3:15])[CH:23]=1)[NH:20][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 663013,5-DimethoxyanilineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 22732517HCID 22732517, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (50 mg, 0.243 mmol) and 3,5-dimethoxyaniline (56 mg, 0.365 mmol) similar to Example 92 and isolated as a tan solid (21 mg, 26%). 1H NMR (CDCl3): 8.83–8.81 (m, 1H), 8.49–8.46 (m, 1H), 7.86–7.80 (m, 1H), 7.39–7.35 (m, 1H), 6.99 (s, 1H), 6.70 (s, 1H), 6.53 (d, J=2.4 Hz, 2H), 6.30 (t, J=2.3 Hz, 1H), 3.82 (s, 6H), 2.51 (s, 3H).

Sources & evidence

ORD record
ord-2776d27c815848e7b6cd77ed422bd8ac
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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