(6-Chloropyridin-3-yl)methanol → HCID 59753915, compound

HRID 750839Notes

Reaction equation

HRID 750839 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.[Cl:24][C:25]1[N:30]=[CH:29][C:28]([CH2:31][OH:32])=[CH:27][CH:26]=1>>[Cl:24][C:25]1[N:30]=[CH:29][C:28]([CH2:31][O:32][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:27][CH:26]=1

Participants

3

Reactant 2

HCID 177161(6-Chloropyridin-3-yl)methanolHCID 597539142-Methylthio-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine

Product 1

HCID 59753915HCID 59753915, compound

Procedure

2-Methylthio-5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)pyrimidine from Reference Example 3 was reacted 6-chloro-3-pyridinemethanol according to the procedure described in Example 59 to afford 2-(6-chloro-3-pyridylmethoxy)-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (HRf): HPLC/MS: m/e=476 (M++1); Rt=4.45 min; 1H-NMR 400 MHz (CDCl3): δ 5.51 (s, 2H), 7.05 (d, J=9 Hz, 2H), 7.20 (d, J=9Hz, 1H), 7.25-7.30 (m, 4H), 7.38-7.40 (m, 1H), 7.85 (m, 1H), 8.55 (d, J=2 Hz, 1H), 8.60 (s, 1H).

Sources & evidence

ORD record
ord-699a144249d04f64a7cb453a300d1a07
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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