2,4-Dimethoxyaniline → HCID 22732419, compound

HRID 1765203Notes

Reaction equation

HRID 1765203 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:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:18]=1[NH2:19]>>[ClH:1].[CH3:15][O:16][C:17]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[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 176522,4-DimethoxyanilineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 22732419HCID 22732419, 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 2,4-dimethoxyaniline (56 mg, 0.365 mmol) similar to Example 92 and isolated as a purple crystal (52 mg, 64%). 1H NMR (CDCl3): 8.84–8.81 (m, 1H), 8.48–8.44 (m, 1H), 7.86–7.80 (m, 1H), 7.60 (d, J=8.4 Hz, 1H), 7.38–7.34 (m, 1H), 6.93 (s, 1H), 6.56–6.53 (m, 2H), 6.46 (s, 1H), 3.84 (d, J=0.6 Hz, 3H), 3.83 (d, J=0.9 Hz, 3H), 2.48 (s, 3H).

Sources & evidence

ORD record
ord-0bf3ba87bf16454592a6ed2e5930a0eb
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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