3-Hydroxypyridine → HCID 10455278, compound

HRID 750846Notes

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.[OH:26][C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1>>[N:29]1[CH:30]=[CH:31][CH:32]=[C:27]([O:26][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:28]=1

Participants

Reactant 2

HCID 79713-Hydroxypyridine

HCID 69198607HCID 69198607, compound

Product 1

HCID 10455278HCID 10455278, compound

Procedure

2-Methylsulfonyl-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine from Reference Example 3 was reacted with 3-hydroxypyridine according to the procedure described in Example 74 to afford 2-(3-pyridyloxy)-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine: HPLC/MS: m/e=428 (M++1); Rt=3.49 min; 1H-NMR 400 MHz (CDCl3): δ 7.05 (d, J=9 Hz, 2H), 7.19-7.30 (m, 4H), 7.38-7.42 (m, 2H), 7.65 (m, 1H), 8.55 (d, J=6 Hz, 1H), 8.60 (s, 1H), 8.65 (d, J=2 Hz, 1H).

Sources & evidence

ORD record: ord-4cafcbb3e21b43e3b513a9b1277b26ae
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07405221B2

Reaction notes

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