Trifluoroacetic acid → HCID 71280322, compound

HRID 245788Notes

Reaction equation

C(OC(=O)[NH:7][C@H:8]([CH:19]1[CH2:21][CH2:20]1)[C:9]([N:11]1[CH2:16][CH2:15][CH:14]([C:17]#[N:18])[CH2:13][CH2:12]1)=[O:10])(C)(C)C.[F:23][C:24]([F:29])([F:28])[C:25]([OH:27])=[O:26]>ClCCl>[F:23][C:24]([F:29])([F:28])[C:25]([OH:27])=[O:26].[NH2:7][C@H:8]([CH:19]1[CH2:21][CH2:20]1)[C:9]([N:11]1[CH2:12][CH2:13][CH:14]([C:17]#[N:18])[CH2:15][CH2:16]1)=[O:10]

Participants

Conditions

Temperature: 0 °C

Procedure

In a round-bottomed flask, [(R)-2-(4-cyanopiperidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-carbamic acid tert-butyl ester (2.71 g, 7.93 mmol) was dissolved in dichloromethane (50 ml). The solution was cooled to 0° C. and trifluoroacetic acid (18 ml, 234 mmol) was slowly added. After the addition was complete, the ice bath was removed and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated to provide 1-((R)-2-amino-2-cyclopropyl-acetyl)-piperidine-4-carbonitrile trifluoroacetate as a yellow oil which was used without further purification.

Workup

additionAfter the addition
customthe ice bath was removed
concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record: ord-132fd7700c054a4691a418451037549c
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08658646B2

Reaction notes

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