3-Phenoxyaniline → 4-(3-Phenoxyanilino)-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine

HRID 1765173Notes

Reaction equation

HRID 1765173 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.[O:18]([C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH2:28])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[O:18]([C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH:28][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)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 771353-PhenoxyanilineHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 227323714-(3-Phenoxyanilino)-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 3-phenoxyaniline (71 mg, 0.386 mmol) similar to Example 58 and isolated as a pale white solid (33 mg, 42%). 1H NMR (CDCl3): 9.74 (d, J=2.1 Hz, 1H), 8.72–8.66 (m, 2H), 8.52 (bs, 1H), 7.45–7.37 (m, 4H), 7.21–7.10 (m, 5H), 6.97 (s, 1H), 6.93 (dd, J=2.1, 8.1 Hz, 1H).

Sources & evidence

ORD record
ord-35840328b038457f84a859e2e6f4445a
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

Loading…