3-Chlorobenzyl alcohol → 2-(3-Chlorobenzyloxy)-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine

HRID 750830Notes

Reaction equation

HRID 750830 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.[Cl:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28][OH:29]>>[Cl:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28][O:29][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

Participants

3

Reactant 2

HCID 701173-Chlorobenzyl alcoholHCID 691989712-Methylthio-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine

Product 1

HCID 597539422-(3-Chlorobenzyloxy)-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine

Procedure

2-Methylthio-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine from Reference Example 3 was reacted with 3-chlorobenzyl alcohol according to the procedure described in Example 59 to afford 2-(3-chlorobenzyloxy)-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine (HRf): HPLC/MS: m/e=475 (M++1); Rt=4.92 min; 1H-NMR 400 MHz (CDCl3): δ 5.58 (s, 2H), 7.15 (d, J=9 Hz, 1H), 7.25-7.38 (m, 7H), 7.40-7.50 (m, 2H), 7.58 (s, 1H), 8.48 (s, 1H).

Sources & evidence

ORD record
ord-d760416164644154bec5dd7532f979a7
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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