2,5-Dimethoxyaniline → HCID 22732448, compound

HRID 1765154Notes

Reaction equation

HRID 1765154 reaction equation
Cl[C:2]1[C:7]([O:8][CH3:9])=[CH:6][N:5]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[N:3]=1.[CH3:16][O:17][C:18]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:19]=1[NH2:20]>>[CH3:16][O:17][C:18]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:19]=1[NH:20][C:2]1[C:7]([O:8][CH3:9])=[CH:6][N:5]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[N:3]=1

Participants

3

Reactant 2

HCID 76132,5-DimethoxyanilineHCID 27635004-CHLORO-5-METHOXY-2-(2-PYRIDINYL)PYRIMIDINE

Product 1

HCID 22732448HCID 22732448, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-5-methoxy-2-(2-pyridinyl)pyrimidine (50 mg, 0.226 mmol) and 2,5-dimethoxyaniline (35 mg, 0.226 mmol) similar to Example 11 and isolated as a gray solid (46 mg, 61%). 1H NMR (CDCl3): 8.77–8.74 (m, 1H), 8.72 (d, J=3.0 Hz, 1H), 8.43 (d, J=8.1 Hz, 1H), 8.10 (s, 1H), 8.03 (s, 1H), 7.83–7.77 (m, 1H), 7.33–7.29 (m, 1H), 6.84 (d, J=8.7 Hz, 1H), 6.56 (dd, J=3.0, 8.7 Hz, 1H), 4.04 (s, 3H), 3.90 (s, 3H), 3.89 (s, 3H).

Sources & evidence

ORD record
ord-3d5c285ec54f435ca505a9bcc9b98fe9
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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