Diethyl iminodiacetate → [Carboxymethyl-(1-chloro-4-hydroxy-6-isopropoxy-isoquinoline-3-carbonyl)-amino]-acetic acid

HRID 523767Notes

Reaction equation

[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH:13]([CH3:15])[CH3:14])=[CH:9][CH:10]=2)[C:5]([OH:16])=[C:4]([C:17]([OH:19])=O)[N:3]=1.C([O:22][C:23](=[O:32])[CH2:24][NH:25][CH2:26][C:27]([O:29]CC)=[O:28])C>>[C:23]([CH2:24][N:25]([CH2:26][C:27]([OH:29])=[O:28])[C:17]([C:4]1[N:3]=[C:2]([Cl:1])[C:11]2[C:6]([C:5]=1[OH:16])=[CH:7][C:8]([O:12][CH:13]([CH3:14])[CH3:15])=[CH:9][CH:10]=2)=[O:19])([OH:32])=[O:22]

Participants

Reactant 2

HCID 80502Diethyl iminodiacetate

HCID 542422501-Chloro-4-hydroxy-6-isopropoxy-isoquinoline-3-carboxylic acid

Product 1

HCID 86595478[Carboxymethyl-(1-chloro-4-hydroxy-6-isopropoxy-isoquinoline-3-carbonyl)-amino]-acetic acid

Procedure

Prepared from 1-chloro-4-hydroxy-6-isopropoxy-isoquinoline-3-carboxylic acid and (ethoxycarbonylmethyl-amino)-acetic acid ethyl ester analogously to Example D-49 MS-(+)-ion: 397.0 amu.

Sources & evidence

ORD record: ord-2a97f819da25447b80e85ff00ee1c9b0
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09339527B2

Reaction notes

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