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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071808Generated: October 27, 2026

(2-{[1-(5-Nitro-1H-indol-2-yl)-methanoyl]-amino}-ethyl)-propyl-carbamic acid dimethyl-ethyl ester → 1H-indole-2,5-dicarboxylic acid bis-{[2-(2-propylamino-ethylcarbamoyl)-1H-indol-5-yl]-amide}

https://huagongshe.com/reaction/1071808

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-{[1-(5-Nitro-1H-indol-2-yl)-methanoyl]-amino}-ethyl)-propyl-carbamic acid dimethyl-ethyl esterHCID 67550175—
Reactant1H-indole-2,5-dicarboxylic acid bis-{[2-(2-ethylamino-ethylcarbamoyl)-1H-indol-5-yl]-amide}HCID 67550177—
Reactant1H-Indole-2,5-dicarboxylic acid bis-(pentafluorophenyl-amide)HCID 85801315—
Product1H-indole-2,5-dicarboxylic acid bis-{[2-(2-propylamino-ethylcarbamoyl)-1H-indol-5-yl]-amide}HCID 67550202—

Reaction Steps

Compound 82 (131.2 mg, 0.336 mmol) was reduced to 83 by hydrogenation according to general procedure A in example 10. Similar procedure as described for the preparation of 76 from condensation of compound 83 with 1H-indole-2,5-dicarboxylic acid bis-(pentafluorophenyl-amide) 74 (45 mg, 0.084 mmol) followed deprotection of Boc group and purification by HPLC gave GL496564 (39.4 mg, 63%). ESI MS: 690.31 (M+H+), 345.66 (M/2+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06906103B2
Source datasetuspto-grants-2005_06
ORD IDord-4954eb1170b14092b530ab4cf0cee970
Source noteuspto-grants-2005_06