2-Bromopyrimidine → [4-(Pyrimidin-2-yl)phenyl]methanol

HRID 2359833Notes

Reaction equation

HRID 2359833 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1.Br[C:13]1[N:18]=[CH:17][CH:16]=[CH:15][N:14]=1>>[N:14]1[CH:15]=[CH:16][CH:17]=[N:18][C:13]=1[C:6]1[CH:7]=[CH:8][C:3]([CH2:2][OH:1])=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 783452-BromopyrimidineHCID 27347064-(Hydroxymethyl)benzeneboronic acid

Product 1

HCID 15597455[4-(Pyrimidin-2-yl)phenyl]methanolYield 100.6%

Procedure

Reaction and post-treatment were carried out in the same manlier as in Reference Example 13 except for using 4-hydroxymethylphenylboronic acid (144 mg, 0.948 mmol), and using 2-bromopyrimidine (101 mg, 0.635 mmol) in place of 4-bromopyridazine to afford the title compound (119 mg) substantially quantitatively as a slightly yellow solid.

Workup

  1. customReaction

Sources & evidence

ORD record
ord-905430d658da4d139074010e0c450df8
Source dataset
uspto-grants-2014_04
Patent number
US08685986B2

Reaction notes

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