Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635978Generated: October 25, 2026

Sodium Methoxide → (+)-9-(3-Bromo-4-fluorophenyl)-2,3,5,9-tetrahydro-4h-pyrano[3,4-b]thieno[2,3-e]pyridin-8(7h)-one 1,1-dioxide

https://huagongshe.com/reaction/635978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 9-(3-bromo-4-fluorophenyl)-8-oxo-2,3,5,7,8,9-hexahydro-4H-pyrano[3,4-b]thieno[2,3-e]pyridine-4-carboxylate 1,1-dioxideHCID 69303668—
CatalystMethanolHCID 887—
SolventDichloromethane methanolHCID 21226129—
Product(+)-9-(3-Bromo-4-fluorophenyl)-2,3,5,9-tetrahydro-4h-pyrano[3,4-b]thieno[2,3-e]pyridin-8(7h)-one 1,1-dioxideHCID 988798362.1%

Reaction Steps

A solution of Example 12A (0.98 g, 1.4 mmol) in methanol/methylene chloride (40 mL/10 mL) was degassed with nitrogen, treated with of 25% sodium methoxide in methanol (30 drops), stirred for 16 hours, filtered through a 45 mm syringe filter and concentrated to a volume of 5 mL of methanol. The solid which had precipitated was collected by filtration, washed with methanol and dried under vacuum for 16 hours to provide the title compound (0.36 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06191140B1
Source datasetuspto-grants-2001_02
ORD IDord-1732fe06a1d141a9867e722956426a68
Source noteuspto-grants-2001_02