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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222508Generated: October 27, 2026

Citric Acid → HCID 178451936, compound

https://huagongshe.com/reaction/222508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactanttert-butyl (2S)-2-cyanopyrrolidine-1-carboxylateHCID 6951263—
SolventDimethylformamideHCID 6228—
ProductHCID 178451936HCID 178451936—

Reaction Conditions

Temperature93 °C

Reaction Steps

To a solution of (S)-2-Cyano-pyrrolidine-1-carboxylic acid tert-butyl ester (500 mg, 2.55 mmol) in N,N-dimethyl-formamide (20 mL) is added sodium azide (174 mg, 2.68 mmol) and ammonium chloride (150 mg, 2.81 mmol). The solution is stirred at 93° C. over night. The solution is poured into 5% citric acid solution with ice, and the mixture is extracted with EtOAc. The organic extract is washed with brine, dried and concentrated under vacuum. The crude oil is used directly in the next step without further purification. M+H+=240.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207183B2
Source datasetuspto-grants-2012_06
ORD IDord-e92095035dd443d187263305c2cf86de
Source noteuspto-grants-2012_06