Trifluoroacetic acid → HCID 71280212, compound

HRID 245832Notes

Reaction equation

HRID 245832 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH:17]1[CH2:19][CH2:18]1)[C:9]([N:11]1[CH2:14][CH:13]([C:15]#[N:16])[CH2:12]1)=[O:10])(C)(C)C.[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24]>ClCCl>[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24].[NH2:7][C@H:8]([CH:17]1[CH2:19][CH2:18]1)[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 67385839HCID 67385839, compound

Product 1

HCID 71280212HCID 71280212, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [(R)-2-(3-cyano-azetidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-carbamic acid tert-butyl ester (190 mg, 0.69 mmol) in dichloromethane (4 ml) was added trifluoroacetic acid (1.8 ml, 23.4 mmol). The reaction mixture was stirred at room temperature for 2.5 h then concentrated to afford 1-((R)-2-amino-2-cyclopropyl-acetyl)-azetidine-3-carbonitrile trifluoroacetate as a light yellow oil which was used without further purification.

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-23a5fa2292fb49e39435fc4ef680522a
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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