HCID 86617077, compound → HCID 67110118, compound

HRID 409267Notes

Reaction equation

HRID 409267 reaction equation
[CH2:1]([O:5][C:6]([C:8]1[N:9]=[C:10](Br)[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][C:14]([S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20])=[CH:13][CH:12]=2)=[O:7])[CH2:2][CH2:3][CH3:4].[C:29]([Cu])#[N:30]>>[CH2:1]([O:5][C:6]([C:8]1[N:9]=[C:10]([C:29]#[N:30])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][C:14]([S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20])=[CH:13][CH:12]=2)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 86617077HCID 86617077, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 67110118HCID 67110118, compoundYield 49%

Procedure

Prepared from 6-benzenesulfonyl-1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester and CuCN in analogy to example 29a. Crude product was purified by silica gel chromatography (2%-20% ethyl acetate in methylene chloride) to give the title compound (49% yield). MS-(+)-ion: M+1=411.30.

Workup

  1. customCrude product was purified by silica gel chromatography (2%-20% ethyl acetate in methylene chloride)

Sources & evidence

ORD record
ord-de3f87d46ad14934830c2701b2ffe31e
Source dataset
uspto-grants-2014_06
Patent number
US08759373B2

Reaction notes

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