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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1723225Generated: November 4, 2026

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

https://huagongshe.com/reaction/1723225

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 numberUS04859692
Source datasetuspto-grants-1989_08
ORD IDord-3b3dfa7ee0244389baa286954bb99a9b
Source noteuspto-grants-1989_08