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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 579200Generated: October 30, 2026

Phosphorus tribromide → HCID 66684104, compound

https://huagongshe.com/reaction/579200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant3-((3S,6S)-6-Cyclohexyl-3-hydroxy-2-oxo-piperidin-1-yl)-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl esterHCID 66684775—
SolventDichloromethaneHCID 6344—
ProductHCID 66684104HCID 6668410490.9%

Reaction Steps

To a solution of 3-((3S,6S)-6-cyclohexyl-3-hydroxy-2-oxo-piperidin-1-yl)-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester (200 mg, 0.75 mmol, 1 equiv) in CH2Cl2 (1.0 mL) was added PBr3 (1.0 M in CH2Cl2, 0.09 ml, 0.38 mmol, 0.8 equiv.) at room temperature and the resulting solution was stirred at room temperature for 18 hours. The reaction solution was then concentrated under vacuum and the residue was purified by silica gel column chromatography, (EtOAc/Heptane, 10%˜60%) to give product 166 mg (yield 76%). MS: 481 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040690B2
Source datasetuspto-grants-2015_05
ORD IDord-ccb8b8155ce84ce0ad7cee3a77b8fa0d
Source noteuspto-grants-2015_05