3-Pyridinemethanol → HCID 10003493, compound

HRID 750834Notes

Reaction equation

HRID 750834 reaction equation
CS[C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=2[Cl:16])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[CH:5][N:4]=1.[N:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][OH:31])[CH:25]=1>>[N:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][O:31][C:3]2[N:8]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=3[Cl:16])[C:6]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)=[CH:5][N:4]=2)[CH:25]=1

Participants

3

Reactant 2

HCID 75103-PyridinemethanolHCID 597539142-Methylthio-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine

Product 1

HCID 10003493HCID 10003493, compound

Procedure

2-Methylthio-5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)pyrimidine from Reference Example 3 was reacted with 3-pyridinemethanol according to the procedure described in Example 59 to afford 2-(3-pyridylmethoxy)-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (HRf): HPLC/MS: m/e=442 (M++1); Rt=3.01 min; 1H-NMR 500 MHz (CDCl3): δ 5.61 (s, 2H), 7.05 (d, J=9 Hz, 2H), 7.15-7.22 (m, 1H), 7.24-7.32 (m, 4H), 7.50-7.58 (m, 1H), 7.60 (m, 1H), 7.62-7.63 (m, 1H), 8.45 (m, 1H), 8.83 (s, 1H).

Sources & evidence

ORD record
ord-7f306c71933e4c0b97dc811caf851965
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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