Trifluoroacetic acid → 1-((R)-2-amino-propionyl)-azetidine-3-carbonitrile trifluoroacetate

HRID 245795Notes

Reaction equation

HRID 245795 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH3:17])[C:9]([N:11]1[CH2:14][CH:13]([C:15]#[N:16])[CH2:12]1)=[O:10])(C)(C)C.[F:19][C:20]([F:25])([F:24])[C:21]([OH:23])=[O:22]>C(Cl)Cl>[F:19][C:20]([F:25])([F:24])[C:21]([OH:23])=[O:22].[NH2:7][C@H:8]([CH3:17])[C:9]([N:11]1[CH2:12][CH:13]([C:15]#[N:16])[CH2:14]1)=[O:10]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67386290HCID 67386290, compound

Product 1

HCID 673864061-((R)-2-amino-propionyl)-azetidine-3-carbonitrile trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [(R)-2-(3-cyanoazetidin-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester (860 mg, 3.4 mmol) in CH2Cl2 (20 mL) was added trifluoroacetic acid (4.0 mL). The reaction mixture was stirred at room temperature for 2 h then concentrated to afford 1-((R)-2-amino-propionyl)-azetidine-3-carbonitrile trifluoroacetate as a pale yellow oil which was used without further purification.

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-efae9506e88645f08578dd999f96b183
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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