3-Hydroxy-5-chloropyridine → HCID 10434516, compound

HRID 750847Notes

Reaction equation

HRID 750847 reaction equation
CS([C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[C:8]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[CH:7][N:6]=1)(=O)=O.[Cl:26][C:27]1[CH:28]=[C:29]([OH:33])[CH:30]=[N:31][CH:32]=1>>[Cl:26][C:27]1[CH:28]=[C:29]([O:33][C:5]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=3[Cl:18])[C:8]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=3)=[CH:7][N:6]=2)[CH:30]=[N:31][CH:32]=1

Participants

3

Reactant 2

HCID 5823053-Hydroxy-5-chloropyridineHCID 69198607HCID 69198607, compound

Product 1

HCID 10434516HCID 10434516, compound

Procedure

2-Methylsulfonyl-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine from Reference Example 3 was reacted with 5-chloro-3-hydroxypyridine according to the procedure described in Example 74 to afford 2-(5-chloro-3-pyridyloxy)-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine: HPLC/MS: m/e=462 (M++1); Rt=4.40 min; 1H-NMR 400 MHz (CDCl3): δ 7.05. (d, J=9 Hz, 2H), 7.21 (d, J=10 Hz, 1H), 7.25-7.31 (m, 3H), 7.41 (s, 1H), 7.75 (s, 1H), 8.50 (s, 1H), 8.55 (s, 1H), 8.62 (s, 1H).

Sources & evidence

ORD record
ord-00e96b5788194e1cb4571be54be02963
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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