Trifluoroacetic acid → 2-Piperidin-4-ylethynyl-pyrimidine

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]#[C:15][C:16]2[N:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>>[NH:8]1[CH2:13][CH2:12][CH:11]([C:14]#[C:15][C:16]2[N:17]=[CH:18][CH:19]=[CH:20][N:21]=2)[CH2:10][CH2:9]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 669398774-Pyrimidin-2-ylethynyl-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 595113452-Piperidin-4-ylethynyl-pyrimidine

Procedure

4-Pyrimidin-2-ylethynyl-piperidine-1-carboxylic acid tert-butyl ester was treated with TFA for 10 minutes and concentrated, lyophilized to provide the title product.

Workup

concentrationconcentrated

Sources & evidence

ORD record: ord-8705dbee5eb34fe0831c59e65bca9734
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546404B2

Reaction notes

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