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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643959Generated: November 3, 2026

Sodium Bicarbonate → HCID 66755647, compound

https://huagongshe.com/reaction/1643959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactanttert-butyl (3S)-3-aminopyrrolidine-1-carboxylateHCID 854071—
ReactantN,N-Bis(2-chloroethyl)benzylamine hydrochlorideHCID 2777881—
SolventEthanolHCID 702—
ProductHCID 66755647HCID 66755647—

Reaction Steps

6.23 g (26.8 mmol) of benzylbis(2-chloroethyl)amine hydrochloride were dissolved in ethanol (100 ml) and, while stirring, 5.00 g (26.8 mmol) of (S)-(−)-N-Boc-3-aminopyrrolidine and 9.02 g (107 mmol) of sodium bicarbonate were added. The resulting reaction solution was heated under reflux for 4 h. The cooled reaction mixture was concentrated in vacuo, 100 ml of water were added, and the aqueous phase was extracted with ethyl acetate (4×60 ml). The combined organic phases were washed with saturated aqueous NaHCO3 solution, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by chromatography on silica gel (mobile phase gradient 0-5% methanol in dichloromethane). Yield: 6.99 g (75%) of yellow solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119676B2
Source datasetuspto-grants-2012_02
ORD IDord-ed77c1ee3d69447ea1dbe1eb3c48507a
Source noteuspto-grants-2012_02