7-Benzyl-1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid methyl ester → 7-Benzyl-1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid methyl ester

HRID 706177Notes

Reaction equation

HRID 706177 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7](Br)[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH:9]=2)=[O:4].[C:24]([Cu])#[N:25]>>[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7]([C:24]#[N:25])[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH:9]=2)=[O:4]

Participants

3

Reactant 2

HCID 866170717-Benzyl-1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid methyl esterHCID 178418546HCID 178418546, compound

Product 1

HCID 671103777-Benzyl-1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid methyl ester

Procedure

The title compound was synthesized from 7-benzyl-1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid methyl ester and CuCN in analogy to example 3a; MS-(−)-ion: M−1=317.4.

Sources & evidence

ORD record
ord-4642d799c9a746de9c793384c0d71cd9
Source dataset
uspto-grants-2015_11
Patent number
US09174976B2

Reaction notes

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