4-(Bromomethyl)benzonitrile → HCID 68644479, compound

HRID 1158957Notes

Reaction equation

HRID 1158957 reaction equation
[C:1]([C:3]1[CH:22]=[CH:21][C:6]([C:7]([NH:9][CH2:10][C:11]2[CH:12]=[N:13][C:14]([CH3:20])=[C:15]([OH:19])[C:16]=2[CH2:17][OH:18])=[O:8])=[CH:5][CH:4]=1)#[N:2].Br[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]#[N:32])=[CH:27][CH:26]=1>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][CH2:10][C:11]2[CH:12]=[N:13][C:14]([CH3:20])=[C:15]([O:19][CH2:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]#[N:32])=[CH:27][CH:26]=3)[C:16]=2[CH2:17][OH:18])=[O:8])=[CH:21][CH:22]=1)#[N:2]

Participants

3

Reactant 2

HCID 869964-(Bromomethyl)benzonitrileHCID 59513911HCID 59513911, compound

Product 1

HCID 68644479HCID 68644479, compoundYield 39%

Procedure

The coupling of 4-cyano-N-[5-hydroxy-4-hydroxymethyl-6-methyl-pyridin-3-ylmethyl]-benzamide (71) (580 mg, 3.0 mmol) and α-bromo-p-tolunitrile (580 mg, 3.0 mmol), as described in Example 3, gave 4-cyano-N-[5-(4-cyano-benzyloxy)-4-hydroxymethyl-6-methyl-pyridin-3-ylmethyl]-benzamide (72) (433 mg, 39% yield).

Sources & evidence

ORD record
ord-86340ffec5af4808ac61cda84e571983
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

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