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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379909Generated: October 29, 2026

Hydrochloric Acid → HCID 18367802, compound

https://huagongshe.com/reaction/379909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 18367820HCID 18367820—
SolventTetrahydrofuran ethanolHCID 21873804—
ProductHCID 18367802HCID 1836780285.6%

Reaction Steps

To a solution of 2-[3-(tert-butyldimethylsilyloxymethyl)pyridine-2-carbonyl]-6-chloro-1-ethoxycarbonyl-3-(propionylamino)indole (step 4, 890 mg, 1.64 mmol) in ethanol-THF (2:1, 30 ml) was added 2N aqueous NaOH (5 ml) at 0° C. After stirring for 1.5 h, the mixture was neutralized with 2N aqueous HCl (5 ml). The mixture was concentrated and the residue was diluted with ethyl acetate (200 ml). The organic solution was washed with water (50 ml×2), dried (MgSO4), and concentrated. The residue was purified by flash column chromatography eluting with ethyl acetate/hexane (1:15) to afford 663 mg (82%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300363B1
Source datasetuspto-grants-2001_10
ORD IDord-88773075811a46fa89726d36b7e18fa6
Source noteuspto-grants-2001_10