Benzonitrile, 3-(bromomethyl)- → HCID 58636744, compound

HRID 1158990Notes

Reaction equation

HRID 1158990 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([OH:10])[C:7]([CH3:11])=[N:6][C:5]=1[CH:12]1[CH2:14][CH2:13]1.Br[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]#[N:25])[CH:19]=1>>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([O:10][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]#[N:25])[CH:19]=2)[C:7]([CH3:11])=[N:6][C:5]=1[CH:12]1[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 97249Benzonitrile, 3-(bromomethyl)-HCID 58636837HCID 58636837, compound

Product 1

HCID 58636744HCID 58636744, compoundYield 72.7%

Procedure

The coupling of 2-cyclopropyl-5-hydroxy-6-methyl-nicotinic acid methyl ester (183) (605 mg, 2.9 mmol) and α-bromo-m-tolunitrile (629 mg, 3.2 mmol), as described in Example 1, gave 5-(3-cyano-benzyloxy)-2-cyclopropyl-6-methyl-nicotinic acid methyl ester (184) (680 mg, 72% yield).

Sources & evidence

ORD record
ord-aee63f65f87a4522a095a1bf1155e12e
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

Loading…