2-Amino-4-chlorophenol → 4-(5-Chloro-2-hydroxyanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine

HRID 1765292Notes

Reaction equation

HRID 1765292 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]([OH:26])=[C:23]([CH:25]=1)[NH2:24]>>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([OH:26])=[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 72652-Amino-4-chlorophenolHCID 227323674-Chloro-2-(2-pyrazinyl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 1357943464-(5-Chloro-2-hydroxyanilino)-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-hydroxyaniline (25 mg, 0.173 mmol) similar to Example 185 and was isolated as a solid (7 mg, 16% yield). 1H NMR (CDCl3): 9.68 (d, J=0.9 Hz, 1H), 8.84 (t, J=2.4 Hz, 1H), 8.60 (d, J=2.4 Hz, 1H), 7.89 (brs, 1H), 7.41 (s, 1H), 7.07 (m, 2H), 6.91 (d, J=8.7 Hz, 1H).

Sources & evidence

ORD record
ord-63e5280309034ecd95c3e986ccacfe8a
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

Loading…