4-Fluorobenzylic alcohol → HCID 10321988, compound

HRID 750831Notes

Reaction equation

HRID 750831 reaction equation
CS[C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:6]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[Cl:23])=[CH:5][N:4]=1.[F:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][OH:30])=[CH:27][CH:26]=1>>[F:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][O:30][C:3]2[N:8]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=3)[C:6]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=3[Cl:23])=[CH:5][N:4]=2)=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 680224-Fluorobenzylic alcoholHCID 691989712-Methylthio-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine

Product 1

HCID 10321988HCID 10321988, compound

Procedure

2-Methylthio-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine from Reference Example 3 was reacted with 4-fluorobenzyl alcohol according to the procedure described in Example 59 to afford 2-(4-fluorobenzyloxy)-4-(4-chloro-phenyl)-5-(2,4-dichlorophenyl)pyrimidine (HRf): HPLC/MS: m/e=459 (M+30 1); Rt=4.80 min; 1H-NMR 500 MHz (CDCl3): δ 5.58 (s, 2H), 7.05-7.15 (m, 3H), 7.23-7.30 (m, 3H), 7.39 (d, J=9 Hz, 2H), 7.41-7.49 (m, 1H), 7.50-7.58 (m, 2H), 8.48 (s, 1H).

Sources & evidence

ORD record
ord-001d15160c7d40a7935c97079a0dad30
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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