Benzonitrile, 3-(bromomethyl)- → HCID 58636745, compound

HRID 1158993Notes

Reaction equation

HRID 1158993 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([CH:10]2[CH2:12][CH2:11]2)[N:7]=[C:6]([CH3:13])[C:5]=1[OH:14].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]([CH:10]2[CH2:12][CH2:11]2)[N:7]=[C:6]([CH3:13])[C:5]=1[O:14][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]#[N:25])[CH:19]=1

Participants

3

Reactant 2

HCID 97249Benzonitrile, 3-(bromomethyl)-HCID 58636782HCID 58636782, compound

Product 1

HCID 58636745HCID 58636745, compoundYield 64.2%

Procedure

The coupling of 6-cyclopropyl-3-hydroxy-2-methyl-isonicotinic acid methyl ester (182) (614 mg, 2.9 mmol) and α-bromo-m-tolunitrile (638 mg, 3.26 mmol), as described in Example 1, gave 3-(3-cyano-benzyloxy)-6-cyclopropyl-2-methyl-isonicotinic acid methyl ester (188) (600 mg, 63% yield).

Sources & evidence

ORD record
ord-ee44819173de47cd9e56dd4ec6b5fc7f
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

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