4-Chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine → 4-(2-Ethylsulfonyl-5-hydroxyanilino)-2-(2-pyridinyl)-6-trifluoromethylpyrimidine

HRID 2084233Notes

Reaction equation

HRID 2084233 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][CH:15]=[CH:14][N:13]=2)[N:3]=1.[CH2:18]([S:20]([C:23]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][C:24]=1[NH2:25])(=[O:22])=[O:21])[CH3:19]>>[CH2:18]([S:20]([C:23]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][C:24]=1[NH:25][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][CH:15]=[CH:14][N:13]=2)[N:3]=1)(=[O:22])=[O:21])[CH3:19]

Participants

3

Reactant 2

HCID 113115004-Chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidineHCID 227323572-Ethylsulfonyl-5-hydroxyaniline

Product 1

HCID 227323404-(2-Ethylsulfonyl-5-hydroxyanilino)-2-(2-pyridinyl)-6-trifluoromethylpyrimidine

Procedure

The title compound was prepared from 4-chloro-2-(2-pyridinyl)-6-trifluoromethylpyrimidine (40 mg, 0.154 mmol) and 2-ethylsulfonyl-5-hydroxyaniline (46 mg, 0.231 mmol) similar to Example 186 and was isolated as a yellow solid (35 mg, 54%). 1H NMR (CDCl3): 8.88 (s, 1H), 8.60 (brt, 2H), 8.01 (t, 1H), 7.52 (m, 2H), 7.01 (m, 2H), 3.02 (q, 2H), 1.22 (t, 3H).

Sources & evidence

ORD record
ord-e394f9dd23e54fc580a1b1e58269e155
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

Loading…