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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1756390Generated: November 3, 2026

Pyridine → Methyl 4-[6-(cyclopentyloxycarbonyl)amino-3-methoxyindazol-1-ylmethyl]-3-methoxybenzoate

https://huagongshe.com/reaction/1756390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantCyclopentyl chloroformateHCID 2735892—
ReactantMethyl 4-[6-amino-3-methoxyindazol-1-ylmethyl]-3-methoxybenzoateHCID 23365880—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4-[6-(cyclopentyloxycarbonyl)amino-3-methoxyindazol-1-ylmethyl]-3-methoxybenzoateHCID 2336590875%

Reaction Steps

Cyclopentyl chloroformate (0.17 ml.) was added to a cooled (-20° C.) solution of methyl 4-[6-amino-3-methoxyindazol -1-ylmethyl]-3-methoxybenzoate (S) (0.381 g.) and pyridine (0.11 ml.) in dichloromethane (3.0 ml.). After warming to ambient temperature, the mixture was diluted with ethyl acetate, and washed with hydrochloric acid (1N), water, brine, dried (MgSO4) and evaporated. The residue was purified by flash chromatography on silica gel (56 g.), eluting with 5:95 v/v ethyl acetate: dichloromethane, to give the title compound (0.365 g., 75%) as an oil, with satisfactory NMR spectral data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05440035
Source datasetuspto-grants-1995_08
ORD IDord-52baef4a90d946c6ad9d068c9a84644f
Source noteuspto-grants-1995_08