Hydrochloric Acid → 3-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride

HRID 2745

Reaction equation

HRID 2745 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]#[N:21])[CH:15]=2)[C:9]1=[O:22])(C)(C)C.[ClH:24]>CCOC(C)=O>[ClH:24].[NH2:7][C@H:8]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:15]=[C:16]([CH:17]=[CH:18][CH:19]=2)[C:20]#[N:21])[C:9]1=[O:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10615252[1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl]carbamic acid tert-butyl ester

Product 1

HCID 228707863-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of [1-(3-cyanobenzyl)-2-oxo-pyrrolidin-3-(S)-yl]-carbamic acid tert-butyl ester (9.1 g, 29 mmol) in 150 mL of EtOAc at 0° C. is bubbled HCl gas for 10 min. After this time, the solution is stirred for 4 h. The solution is then concentrated to afford the title compound (7.3 g, 29 mmol) as a white solid.

Workup

  1. concentrationThe solution is then concentrated

Sources & evidence

ORD record
ord-4851d21d5df64c59acbb06e19d6ebd27
Source dataset
uspto-grants-1998_03
Patent number
US05731315

Linked notes

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