3-Methoxyaniline → 4-(3-Methoxyanilino)-2-(4-pyridinyl)-6-(trifluoromethyl)pyrimidine

HRID 1765152Notes

Reaction equation

HRID 1765152 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[N:3]=1.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([NH2:26])[CH:21]=1>>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:23]=[CH:24][CH:25]=1)[NH:26][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[N:3]=1

Participants

3

Reactant 2

HCID 108243-MethoxyanilineHCID 14859894-Chloro-2-(pyridin-4-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 227324344-(3-Methoxyanilino)-2-(4-pyridinyl)-6-(trifluoromethyl)pyrimidine

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(4-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and m-anisidine (22 μl, 0.193 mmol) similar to Example 13 and isolated as a yellow solid (31 mg, 46%). 1H NMR (CDCl3): 8.77–8.75 (m, 2H), 8.28–8.25 (m, 2H), 7.36 (t, J=8.3 Hz, 1H), 7.13 (s, 1H), 7.03 (s, 1H), 6.98–6.96 (m, 2H), 6.83–6.81 (m, 1H), 3.84 (s, 3H).

Sources & evidence

ORD record
ord-e7bd5730098b41d88469d7c51734b941
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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