Glycine → [(6-Benzenesulfonyl-1-cyano-4-hydroxy-isoquinoline-3-carbonyl)-amino]-acetic acid

Reaction equation

C([O:5][C:6]([C:8]1[N:9]=[C:10]([C:28]#[N:29])[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)CCC.[NH2:30][CH2:31][C:32]([OH:34])=[O:33]>>[C:22]1([S:19]([C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[C:10]([C:28]#[N:29])=[N:9][C:8]([C:6]([NH:30][CH2:31][C:32]([OH:34])=[O:33])=[O:5])=[C:17]3[OH:18])(=[O:21])=[O:20])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

Reactant 2

HCID 750Glycine

HCID 67110118HCID 67110118, compound

Product 1

HCID 24780548[(6-Benzenesulfonyl-1-cyano-4-hydroxy-isoquinoline-3-carbonyl)-amino]-acetic acid

Procedure

Prepared from 6-benzenesulfonyl-1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester and glycine in analogy to example 28e (56% yield). MS-(+)-ion: M+1=412.26.

Sources & evidence

ORD record: ord-f4d30212b76047cb985b78fdd533b7b4
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174976B2

Reaction notes

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