Benzaldehyde → 2,4-Dichloro-α-phenyl-5-pyrimidinemethanol

Reaction equation

Br[C:2]1[C:3]([Cl:9])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[CH:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[Cl:8][C:5]1[N:4]=[C:3]([Cl:9])[C:2]([CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[OH:17])=[CH:7][N:6]=1

Participants

Reactant 2

HCID 240Benzaldehyde

HCID 2899735-Bromo-2,4-dichloropyrimidine

Product 1

HCID 150539732,4-Dichloro-α-phenyl-5-pyrimidinemethanolYield 79%

Procedure

The compound was prepared from 5-bromo-2,4-dichloropyrimidine (Aldrich) and benzaldehyde (Aldrich) in 79% yield in an analogous manner as described in Example 1. 1H NMR (300 MHz, CDCl3) δ 8.91 (s, 1H), 7.36 (m, 5H), 6.06 (d, 1H, J=3.0 Hz), 2.48 (br m,1H).

Sources & evidence

ORD record: ord-4ec3783ec1a34cc795bfb6bff7d60963
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07405220B2

Reaction notes

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