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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510035Generated: October 30, 2026

Methyl chloroformate → Vericiguat

https://huagongshe.com/reaction/510035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
Reactant2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5,6-triamineHCID 58065603—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductVericiguatHCID 54674461—

Reaction Conditions

Temperature0 °C

Reaction Steps

31.75 g (86.20 mmol) of the compound from example 30A were initially charged in pyridine (600 ml) under argon and cooled to 0° C. Then a solution of 6.66 ml (86.20 mmol) of methyl chloroformate in dichloromethane (10 ml) was added dropwise and the mixture was stirred at 0° C. for 1 h. Thereafter, the reaction mixture was brought to RT, concentrated under reduced pressure and co-distilled repeatedly with toluene. The residue was stirred with water/ethanol and then filtered off with suction using a frit, and subsequently washed with ethanol and ethyl acetate. Subsequently, the residue was stirred again with diethyl ether, filtered off with suction and then dried under high vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096592B2
Source datasetuspto-grants-2015_08
ORD IDord-fe85ecb170c04e6d92a8c97deaa2e1ca
Source noteuspto-grants-2015_08