1-N-Boc-3-Cyanopyrrolidine

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1-N-Boc-3-Cyanopyrrolidine Basic information
Product Name:1-N-Boc-3-Cyanopyrrolidine
Synonyms:3-CYANO-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-N-BOC-3-CYANO-PYRROLIDINE;N-Boc-3-cyanopyrrolidine;N-1-BOC-3-CYANOPYRROLIDINE;1,1-Dimethylethyl 3-cyano-1-pyrrolidinecarboxylate;1-Pyrrolidinecarboxylic acid, 3-cyano-, 1,1-dimethylethyl ester;1-Boc-3-cyanopyrrolidine;TERT-BUTYL 3-CYANOPYRROLIDINE-1-CARBOXYLATE
CAS:476493-40-0
MF:C10H16N2O2
MW:196.25
EINECS:
Product Categories:Pyrrole&Pyrrolidine&Pyrroline;Organic acids
Mol File:476493-40-0.mol
1-N-Boc-3-Cyanopyrrolidine Structure
1-N-Boc-3-Cyanopyrrolidine Chemical Properties
Boiling point 307.9±35.0 °C(Predicted)
density 1.08±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka-3.73±0.40(Predicted)
form solid
color Pale yellow
CAS DataBase Reference476493-40-0(CAS DataBase Reference)
Safety Information
Risk Statements 20/21/22-36/37/38
Safety Statements 26-36/37/39
RIDADR 3439
HazardClass 6.1
PackingGroup III
HS Code 2933998090
MSDS Information
ProviderLanguage
ALFA English
1-N-Boc-3-Cyanopyrrolidine Usage And Synthesis
Uses1-N-Boc-3-cyanopyrrolidine is used to prepare aroyl-substituted pyrrolidines with monoamine reuptake inhibition activities.
Synthesis
sodium:cyanide

773837-37-9

1-BOC-3-METHANESULFONYLOXYPYRROLIDINE

141699-57-2

1-N-Boc-3-Cyanopyrrolidine

476493-40-0

A solution was prepared from tert-butyl 3-(methylsulfonyloxy)pyrrolidine-1-carboxylate (2.65 g, 10 mmol) and sodium cyanide (2.5 g, 50 mmol) in N,N-dimethylformamide (100 mL). The reaction mixture was stirred at 100°C for 16 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was poured into water and extracted with ethyl acetate. The organic phases were combined, washed sequentially with water and saturated saline and dried over anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure and the resulting residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate=5:1) to afford 1-N-Boc-3-cyanopyrrolidine (1.92 g, 98% yield).

References[1] Patent: CN107474024, 2017, A. Location in patent: Paragraph 0385; 0392; 0393; 0394
[2] Patent: WO2017/211759, 2017, A1. Location in patent: Page/Page column 59; 60
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