4-(Bromomethyl)benzonitrile → HCID 68644473, compound

HRID 1158934Notes

Reaction equation

HRID 1158934 reaction equation
[OH:1][C:2]1[C:3]([CH2:19][OH:20])=[C:4]([CH2:9][O: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][O: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 58636821HCID 58636821, compound

Product 1

HCID 68644473HCID 68644473, compoundYield 49%

Procedure

The coupling of 4-(5-hydroxy-4-hydroxymethyl-6-methyl-pyridin-3-ylmethoxy)-benzonitrile (13) (1.08 g, 4.0 mmol) and α-bromo-p-tolunitrile (0.9 g, 4.8 mmol), as described in Example, gave 4-(5-(4-cyano-benzyloxy)-4-hydroxymethyl-6-methyl-pyridin-3-ylmethoxy)-benzonitrile (14) (755 mg, 49% yield) as a colorless solid.

Sources & evidence

ORD record
ord-3242ebf8bafe473c89f969df9d8246ef
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

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