4-(Bromomethyl)benzonitrile → HCID 68644159, compound

HRID 1158961Notes

Reaction equation

HRID 1158961 reaction equation
[OH:1][C:2]1[C:11]2[CH2:10][O:9][C:8](=[O:12])[N:7]([CH2:13][C:14]3[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=3)[C:6]=2[CH:5]=[N:4][C:3]=1[CH3:22].Br[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]#[N:32])=[CH:27][CH:26]=1>>[C:31]([C:28]1[CH:29]=[CH:30][C:25]([CH2:24][O:1][C:2]2[C:11]3[CH2:10][O:9][C:8](=[O:12])[N:7]([CH2:13][C:14]4[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=4)[C:6]=3[CH:5]=[N:4][C:3]=2[CH3:22])=[CH:26][CH:27]=1)#[N:32]

Participants

3

Reactant 2

HCID 869964-(Bromomethyl)benzonitrileHCID 58636760HCID 58636760, compound

Product 1

HCID 68644159HCID 68644159, compoundYield 84%

Procedure

The coupling of 4-(5-hydroxy-6-methyl-2-oxo-4H-pyrido[3,4-d][1,3]oxazin-1-ylmethyl)-benzonitrile (82) (874 mg, 3.24 mmol) and α-bromo-p-tolunitrile (1.2 g, 6.17 mmol), as described in Example 1, gave 4-[5-(4-cyano-benzyloxy)-6-methyl-2-oxo-4H-pyrido[3,4-d][1,3]oxazin-1ylmethyl]-benzonitrile (83) (1.0 g, 84% yield) as a colorless solid.

Sources & evidence

ORD record
ord-a62575142fa64195b874d3d22a140922
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

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