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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362932Generated: October 26, 2026

1,3-Benzodioxole-5-carboxylic acid → HCID 59830417, compound

https://huagongshe.com/reaction/1362932

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Benzodioxole-5-carboxylic acidHCID 7196—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid hydrazideHCID 59830422—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 59830417HCID 59830417—

Reaction Steps

To a solution of 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid hydrazide (Preparation 10—route 2, 0.100 g, 0.48 mmol) in DMF (4 mL) was added HOBt (0.064 g, 0.48 mmol), EDCI (0.110 g, 0.58 mmol), DIPEA (200 μL, 0.96 mmol) and piperonylic acid (0.079 g, 0.48 mmol). The reaction mixture was stirred at rt for 16 h. The reaction mixture was poured into water (75 mL) and extracted with ethyl acetate (2×150 mL). The combined organic extract was washed with saturated sodium chloride (75 mL), dried (MgSO4) and concentrated in vacuo to give a solid. The solid obtained was purified by recrystallisation from methanol to give the title compound. m/z (ES+)=359 [M+H]+; RT=2.92 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884112B2
Source datasetuspto-grants-2011_02
ORD IDord-f051d914643d464fb4d719d459964c3e
Source noteuspto-grants-2011_02