Trifluoroacetic acid → (3-Azidopropyl)-piperazine

HRID 1618812Notes

Reaction equation

HRID 1618812 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][N:17]=[N+:18]=[N-:19])[CH2:10][CH2:9]1)(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>CO.C(Cl)Cl>[N:17]([CH2:16][CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[N+:18]=[N-:19]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86625340Tert-butyl 4-(3-azidopropyl)piperazine-1-carboxylate

Product 1

HCID 86643584(3-Azidopropyl)-piperazine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

3.5 g 1-Boc-4-(3-azidopropyl)-piperazine was dissolved in 30 ml MeOH/DCM (3/1) and 10 ml TFA were added. The reaction mixture was stirred at room temperature for 20 min and the product precipitated by the addition of 150 ml tert-Butyl-methyl ether. Yield 2.3 g.

Workup

  1. customthe product precipitated by the addition of 150 ml tert-Butyl-methyl ether

Sources & evidence

ORD record
ord-6bb0993bea49442e950cad06903dc9b9
Source dataset
uspto-grants-2014_07
Patent number
US08771644B2

Reaction notes

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