4-(Bromomethyl)benzonitrile → HCID 68644275, compound

HRID 1158931Notes

Reaction equation

HRID 1158931 reaction equation
[OH:1][C:2]1[C:3]([CH2:19][OH:20])=[C:4]([CH2:9][NH:10][C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=2)[CH:5]=[N:6][C:7]=1[CH3:8].Br[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=1>>[C:29]([C:26]1[CH:27]=[CH:28][C:23]([CH2:22][O:1][C:2]2[C:3]([CH2:19][OH:20])=[C:4]([CH2:9][NH:10][C:11]3[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=3)[CH:5]=[N:6][C:7]=2[CH3:8])=[CH:24][CH:25]=1)#[N:30]

Participants

3

Reactant 2

HCID 869964-(Bromomethyl)benzonitrileHCID 58636813HCID 58636813, compound

Product 1

HCID 68644275HCID 68644275, compoundYield 9%

Procedure

The coupling of 4-[(5-hydroxy-4-hydroxymethyl-6-methyl-pyridin-3-ylmethyl)-amino]-benzonitrile (805 mg, 3.0 mmol) (7) and α-bromo-p-tolunitrile (588 mg, 3.0 mmol), as described in Example 3, gave 4-{[5-(4-cyano-benzyloxy)-4-hydroxymethyl-6-methyl-pyridin-3-ylmethyl]-amino}-benzonitrile (8) (23 mg, 9% yield) as a colorless solid.

Sources & evidence

ORD record
ord-04c4f1ce337e48399c5074bca9e34dc9
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

Loading…