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

HRID 2084099Notes

Reaction equation

HRID 2084099 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:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:21]=1[NH2:22]>>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:21]=1[NH:22][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 76132,5-DimethoxyanilineHCID 14859894-Chloro-2-(pyridin-4-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 227324114-(2,5-Dimethoxyanilino)-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 2,5-dimethoxyaniline (32 mg, 0.193 mmol) similar to Example 13 and isolated as a light tan solid (15 mg, 21%). 1H NMR (CDCl3): 8.79 (dd, J=1.8, 4.8 Hz, 2H), 8.31 (dd, J=1.8, 4.8 Hz, 2H), 8.02 (bs, 1H), 7.59 (s, 1H), 6.98 (s, 1H), 6.90 (d, J=9.0 Hz, 1H), 6.69 (dd, J=2.9, 9.2 Hz, 1H), 3.90 (s, 3H), 3.87 (s, 3H).

Sources & evidence

ORD record
ord-049890bb05f540b4b65b26a6370af9cf
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

Loading…