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ChemicalBook CAS DataBase List 2-Pyrrolidinecarbonitrile, 1-(2-aminoacetyl)-, hydrochloride (1:1), (2S)-

2-Pyrrolidinecarbonitrile, 1-(2-aminoacetyl)-, hydrochloride (1:1), (2S)- synthesis

3synthesis methods
952023-06-2 Synthesis
(S)-tert-butyl 2-(2-cyanopyrrolidin-1-yl)-2-oxoethylcarbamate

952023-06-2
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2-Pyrrolidinecarbonitrile, 1-(2-aminoacetyl)-, hydrochloride (1:1), (2S)-

913980-23-1
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Yield:913980-23-1 98%

Reaction Conditions:

with hydrogenchloride;water in diethyl ether;Cooling wirh ice-water;

Steps:

1 Preparation of 1-(2-amino-acetyl)-pyrrolidine-2-carbonitrile hydrochloride 1d

[2-(2-Cyano-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester 1c (13.7 g, 54.2 mmol) was dissolved in the solvent mixture of 140 mL of ether and 40 mL of water, and 37% hydrochloride acid (90 mL) were then added dropwise to the solution. Upon completion of the addition, the reaction mixture was stirred for 1 hour in an ice-water bath, the solvent was evaporated, and ether was added to the residue to centrifuge to give 1-(2-amino-acetyl)-pyrrolidine-2-carbonitrile hydrochloride 1d (10 g, yield 98%) as a white powder. MS m/z (ESI): 154.4(M+1)

References:

EP2133077,2009,A1 Location in patent:Page/Page column 14-15

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