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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482941Generated: October 30, 2026

Propionyl chloride → 1-[5-(4-Bromo-benzoyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propan-1-one

https://huagongshe.com/reaction/1482941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionyl chlorideHCID 62324—
ReactantDiisopropylethylamineHCID 81531—
Reactant(4-Bromo-phenyl)-(hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-methanone hydrochlorideHCID 90079376—
SolventDichloromethaneHCID 6344—
Product1-[5-(4-Bromo-benzoyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propan-1-oneHCID 9007937399.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.3 (4-Bromo-phenyl)-(hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-methanone hydrochloride (300 mg; 0.9 mmol) is dissolved in 5 ml of DCM, N-ethyldiiso-propylamine for synthesis (0.46 ml; 2.7 mmol) is added and then cooled to 0° C. Propionyl chloride for synthesis (0.095 ml; 1.09 mmol) is added dropwise followed by stirring at RT for 14 h. The reaction mixture is separated between DCM and water. The organic layer is separated, dried over MgSO4, filtered off and then reduced to dryness under vacuo to afford 316 mg (99.5%) 1-[5-(4-bromo-benzoyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propan-1-one 3 as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416133B2
Source datasetuspto-grants-2016_08
ORD IDord-bde100fca3e44a6aba2578924ac99ee6
Source noteuspto-grants-2016_08