Benzonitrile, 3-(bromomethyl)- → HCID 58636766, compound

HRID 1158962Notes

Reaction equation

HRID 1158962 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][CH:28]=[C:27]([C:31]#[N:32])[CH:26]=1>>[C:31]([C:27]1[CH:26]=[C:25]([CH:30]=[CH:29][CH:28]=1)[CH2:24][O: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])#[N:32]

Participants

3

Reactant 2

HCID 97249Benzonitrile, 3-(bromomethyl)-HCID 58636760HCID 58636760, compound

Product 1

HCID 58636766HCID 58636766, compoundYield 28%

Procedure

The coupling of 4-(5-hydroxy-6-methyl-2-oxo-4H-pyrido[3,4-d][1,3]oxazin-1-ylmethyl)-benzonitrile (82) (0.8 g, 2.8 mmol) and α-bromo-m-tolunitrile (5.9 g, 30 mmol), as described in Example 1, gave 4-[5-(3-cyano-benzyloxy)-6-methyl-2-oxo-4H-pyrido[3,4-d][1,3]oxazin-1ylmethyl]-benzonitrile (85) (322 mg, 28% yield) as.

Sources & evidence

ORD record
ord-763cf25b0293407a8e1e4917a4aac9db
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

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