Trifluoroacetic acid → 4-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)pyridine-2-carbonitrile trifluoroacetate

HRID 619857Notes

Reaction equation

HRID 619857 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][N:17]=[C:16]([C:20]#[N:21])[CH:15]=2)[C:9]1=[O:22])(C)(C)C.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]>C(Cl)Cl>[F:27][C:26]([F:29])([F:28])[C:24]([OH:30])=[O:25].[NH2:7][C@H:8]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[C:16]([C:20]#[N:21])[CH:15]=2)[C:9]1=[O:22]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10829192[1-(2-Cyano-pyridin-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]carbamic acid tert-butyl ester

Product 1

HCID 183924424-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)pyridine-2-carbonitrile trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [1-(2-cyano-pyridin-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]carbamic acid tert-butyl ester (3.34 g, 10.6 mmol) in 50 mL of CH2Cl2 is added 5 mL of TFA. The reaction mixture is stirred for 18 hours and then concentrated to give the title compound (3.40 g, 10.3 mmol) as a white foam.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-5e3366afbc5245b29a1c4c08d12cb7d2
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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