5-Chloro-2-methoxyaniline → 4-(5-Chloro-2-methoxyanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine

HRID 2084239Notes

Reaction equation

HRID 2084239 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]=[N:16][CH:15]=[CH:14][N:13]=2)[N:3]=1.[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([O:26][CH3:27])=[C:23]([CH:25]=1)[NH2:24]>>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([O:26][CH3:27])=[C:23]([CH:25]=1)[NH:24][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[N:16][CH:15]=[CH:14][N:13]=2)[N:3]=1

Participants

3

Reactant 2

HCID 667635-Chloro-2-methoxyanilineHCID 227323674-Chloro-2-(2-pyrazinyl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 227323584-(5-Chloro-2-methoxyanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine

Procedure

The title compound was prepared from 4-chloro-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine (30 mg, 0.115 mmol) and 5-chloro-2-methoxyaniline (27 mg, 0.173 mmol) similar to Example 185 and was isolated as a solid (10 mg, 23% yield). 1H NMR (CDCl3): 9.72 (d, J=1.2 Hz, 1H), 8.82 (t, J=1.8 Hz, 1H), 8.72 (d, J=2.4 Hz, 1H), 8.23 (brs, 1H), 7.71 (brs, 1H), 7.15 (dd, J=8.4, 2.4 Hz, 1H), 7.04 (s, 1H), 6.88 (d, J=8.4 Hz, 1H), 3.90 (s, 3H).

Sources & evidence

ORD record
ord-a2c0e4b6e1094a79a5d8dbb35fe3c291
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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