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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908538Generated: October 27, 2026

Hydrochloric Acid → HCID 59129339, compound

https://huagongshe.com/reaction/1908538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 16752708HCID 16752708—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59129339HCID 5912933983%

Reaction Conditions

Temperature100 °C

Reaction Steps

Ethyl 5-(1-(benzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-1H-indole-2-carboxylate (392 mg, 1.0 mmol) and LiOH (126 mg, 3 mmol) were dissolved in H2O (5 mL) and 1,4-dioxane (3 mL). The mixture was heated in an oil bath at 100° C. for 24 hours before it was cooled to room temperature. The mixture was acidified with 1N HCl and it was extracted with three 20 mL portions of dichloromethane. The organic extracts were dried over Na2SO4 and evaporated to yield 5-(1-(benzo[d][1,3]-dioxol-5-yl)cyclopropanecarboxamido)-1H-indole-2-carboxylic acid (302 mg, 83%). A small amount was further purified by reverse phase HPLC. ESI-MS m/z calc. 364.1. found 365.1 (M+1)+; retention time 2.70 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598181B2
Source datasetuspto-grants-2013_12
ORD IDord-805059f92b9840efb71b8e20106829bf
Source noteuspto-grants-2013_12