4-(Bromomethyl)benzonitrile → HCID 68644130, compound

HRID 1158953Notes

Reaction equation

HRID 1158953 reaction equation
[OH:1][C:2]1[C:3]([CH2:26][OH:27])=[C:4]([CH2:9][NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][C:20]([C:23]#[N:24])=[CH:19][CH:18]=3)=[CH:13][C:12]=2[F:25])[CH:5]=[N:6][C:7]=1[CH3:8].Br[CH2:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]#[N:37])=[CH:32][CH:31]=1>>[C:36]([C:33]1[CH:34]=[CH:35][C:30]([CH2:29][O:1][C:2]2[C:3]([CH2:26][OH:27])=[C:4]([CH2:9][NH:10][C:11]3[CH:16]=[CH:15][C:14]([C:17]4[CH:22]=[CH:21][C:20]([C:23]#[N:24])=[CH:19][CH:18]=4)=[CH:13][C:12]=3[F:25])[CH:5]=[N:6][C:7]=2[CH3:8])=[CH:31][CH:32]=1)#[N:37]

Participants

3

Reactant 2

HCID 869964-(Bromomethyl)benzonitrileHCID 59513909HCID 59513909, compound

Product 1

HCID 68644130HCID 68644130, compoundYield 33%

Procedure

The coupling of 4′-[(5-hydroxy-4-hydroxymethyl-6-methyl-pyridine-3-ylmethyl)-amino]-3′-fluoro-biphenyl-4-carbonitrile (61) (250 mg, 0.69 mmol) and α-bromo-p-tolunitrile (149 mg, 0.76 mmol), as described in Example 1, gave 4′-{[5-(4-cyano-benzyloxy)-4-hydroxymethyl-6-methyl-pyridin-3-ylmethyl]-amino}-3′-fluoro-biphenyl-4-carbonitrile (62) (109 mg, 33% yield).

Sources & evidence

ORD record
ord-79d1a06c962a4946ae62df0bea9ba3db
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

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