4-Fluorophenol → HCID 59753903, compound

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Reaction Steps

A mixture of 2-(methylsulfonyl)-4-methoxy-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-pyrimidine and 2-methoxy-4-(methylsulfonyl)-5-(4-chloro-phenyl)-6-(2,4-dichlorophenyl)-pyrimidine (Example 113) was reacted with 1.1 equivalents each of n-butyl lithium and 4-fluorophenol by the procedure described in Reference Example 6 and 7 to afford a mixture of 2-(4-fluorophenyloxy)-4-methoxy-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl) and 2-methoxy-4-(4-fluorophenyloxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine which was separated by flash column chromatography on silica gel. Only the LRf was characterized. 2-methoxy-4-(4-fluorophenyloxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine (LRf): HPLC/MS: m/e=475 (M++1); Rt=4.61 min. 1H-NMR 400 MHz (CDCl3): 3.89 (s, 3H), 6.75-6.79 (m, 2H), 6.91-6.96 (m, 2H), 7.10-7.34 (m, 7H).

Provenance & Evidence