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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635985Generated: October 25, 2026

methyl 4-(3-bromo-4-fluorophenyl)-2-(bromomethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate → 9-(3-bromo-4-fluorophenyl)-2,3,5,9-tetrahydropyrano[3,4-b]pyrrolo[3,4-e]pyridine-1,8(4H,7H)-dione

https://huagongshe.com/reaction/635985

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl 4-(3-bromo-4-fluorophenyl)-2-(bromomethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylateHCID 11328992—
ReactantAmmonia methanolHCID 21705897—
Product9-(3-bromo-4-fluorophenyl)-2,3,5,9-tetrahydropyrano[3,4-b]pyrrolo[3,4-e]pyridine-1,8(4H,7H)-dioneHCID 9929686—

Reaction Steps

The product from Example 25B (0.22 g, 0.46 mmol) was treated with 1:1 ammonia/methanol mixture (60 mL) in a metal Parr stirred reactor for 2.5 days at ambient temperature. The solvent was allowed to evaporate and the residue was purified by chromatography on silica gel (5% and then 10% methanol in methylene chloride) to provide the title compound (0.026 g) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06191140B1
Source datasetuspto-grants-2001_02
ORD IDord-0ec47ad660c64b2a840227ca2d063614
Source noteuspto-grants-2001_02