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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667634Generated: November 3, 2026

Ethanol → HCID 58111865, compound

https://huagongshe.com/reaction/1667634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 58111854HCID 58111854—
SolventEthyl AcetateHCID 8857—
ProductHCID 58111865HCID 58111865—

Reaction Conditions

Temperature80 °C

Reaction Steps

The mixture of ((S)-1-{(S)-2-[(S)-2-(5-Bromo-pyridin-3-yl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester 5 (168 mg, 0.31 mmole), 3,4-(methylene dioxy)pheny boronic acid (60.7 mg, 0.37 mmole), Na2CO3 (1.8 mL, 1.8 momle, 1 M aqueous) in a mixed solution of 8 mL of toluene and 3 mL of ethanol was degaseq under vacuum. After heat at 80° C. for 1.5 hours, the reaction mixture was cooled to room temperature and diluted with 30 mL of EtOAc, and washed by 3×15 mL of water. The organic layer was filtered and concentrated to give 3-(5-{(S)-1-[1-(4-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridin-3-yl)-indole-1-carboxylic acid tert-butyl ester 6 as crude producte without further purification for next step reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044209B2
Source datasetuspto-grants-2011_10
ORD IDord-01ae541dc90641abb0925f80a7d19bfe
Source noteuspto-grants-2011_10