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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902858Generated: October 30, 2026

5-Chloro-1H-indole-2-carboxylic acid → HCID 59676891, compound

https://huagongshe.com/reaction/902858

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-1H-indole-2-carboxylic acidHCID 82693—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventDimethylformamideHCID 6228—
ProductHCID 59676891HCID 5967689154.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

5-Chloroindole-2-carboxylic acid (0.29 g), 1-hydroxybenzotriazole monohydrate (0.2 g) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.6 g) were successively added to a solution of the compound (0.5 g) obtained in Referential Example 171 in N,N-dimethylformamide (10 ml), and the mixture was heated and stirred at 50° C. for a day. The reaction mixture was concentrated, and the resultant residue was diluted with a mixed solvent composed of chloroform and methanol (9:1) and washed with a saturated aqueous solution of sodium hydrogencarbonate and saturated aqueous solution of sodium chloride. After the resultant organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, and the resultant residue was purified by column chromatography on silica gel (chloroform:methanol=95:5) to obtain the title compound (0.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365205B2
Source datasetuspto-grants-2008_04
ORD IDord-1462fc28bbc248808a842e297e803477
Source noteuspto-grants-2008_04