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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080786Generated: October 31, 2026

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

https://huagongshe.com/reaction/1080786

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 numberUS05583152
Source datasetuspto-grants-1996_12
ORD IDord-0a6bc8a57fb84de4a5579a8470962f7f
Source noteuspto-grants-1996_12