Trifluoroacetic acid → 2-(4-Aminopyridin-3-YL)ethanol

HRID 272702

Reaction equation

HRID 272702 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][C:9]=1[CH2:14][CH2:15][OH:16])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][C:9]=1[CH2:14][CH2:15][OH:16]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11031933tert-butyl N-[3-(2-hydroxyethyl)pyridin-4-yl]carbamate

Product 1

HCID 450794432-(4-Aminopyridin-3-YL)ethanolYield 40%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of [3-(2-hydroxy-ethyl)-pyridin-4-yl]-carbamic acid tert-butyl ester (91 mg, 0.38 mmol) in CH2Cl2 (3 mL) was treated with TFA (2 mL) and stirred at room temperature for 3 hours. Concentrated under vacuum to provide 21 mg (23%) of desired product. MS (DCI) m/e 139 (M+H)+.

Workup

  1. concentrationConcentrated under vacuum

Sources & evidence

ORD record
ord-36b084094e9d4f2f8d190046e6a6dcfb
Source dataset
uspto-grants-2008_11
Patent number
US07456169B2

Linked notes

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