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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588726Generated: October 25, 2026

Methanol → Brt3qrq73F

https://huagongshe.com/reaction/588726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium AcetateHCID 517045—
Reactant(6S)-3-Iodo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridin]-2' (1'H)-oneHCID 58118681—
CatalystHCID 178478475HCID 178478475—
SolventWaterHCID 962—
ProductBrt3qrq73FHCID 69098169—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of (6S)-3-iodo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one (described in Intermediate 4) (51.0 g, 140 mmol), sodium acetate (23.0 g, 281 mmol) and dichloro 1,1′-bis(diphenylphosphino)ferrocene palladium(II) dichloromethane adduct (2.9 g, 3.5 mmol) in MeOH (560 mL) was pressurized to 120 psi of CO at ambient temperature and then heated at 80° C. for 12 h with stirring. The reaction mixture was diluted with water (1 L), and the precipitate collected by filtration, washed with water, and dried under nitrogen atmosphere to give the title compound, which was used without further purification. MS: m/z=296.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227972B2
Source datasetuspto-grants-2016_01
ORD IDord-615721dcd58840459443a517bd1197d2
Source noteuspto-grants-2016_01