2-Amino-4-chlorophenol → HCID 22732361, compound

HRID 1765227Notes

Reaction equation

HRID 1765227 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:13]=[N:14][CH:15]=[CH:16][CH:17]=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:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1

Participants

3

Reactant 2

HCID 72652-Amino-4-chlorophenolHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 22732361HCID 22732361, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 5-chloro-2-hydroxyaniline (42 mg, 0.290 mmol) similar to Example 117 and isolated as a tan solid (38 mg, 54%). 1H NMR (DMSO-d6): 10.44 (s, 1H), 9.74 (s, 1H), 9.42 (s, 1H), 8.75–8.74 (m, 1H), 8.58–8.54 (m, 1H), 8.29 (s, 1H), 7.48 (s, 1H), 7.61–7.57 (m, 1H), 7.08 (dd, J=2.1, 8.7 Hz, 1H), 6.96 (d, J=9.0 Hz, 1H).

Sources & evidence

ORD record
ord-215b5057c3cc4ac48f2d99a521fab3a0
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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