Trifluoroacetic acid → Trifluoroacetic acid

HRID 2357884Notes

Reaction equation

HRID 2357884 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[N:16][C:17]([N+:20]([O-:22])=[O:21])=[CH:18][CH:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:23][C:24]([F:29])([F:28])[C:25]([OH:27])=[O:26]>ClCCl>[N+:20]([C:17]1[N:16]=[CH:15][C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:19][CH:18]=1)([O-:22])=[O:21].[C:25]([OH:27])([C:24]([F:29])([F:28])[F:23])=[O:26]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11243758Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 111718041-(6-Nitropyridin-3-yl)piperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(6-nitropyridin-3-yl)piperazine-1-carboxylic acid tert-butyl ester obtaine above (0.821 g, 0.27 mmol) in 10 mL of a 1:4 mixture of trifluoroacetic acid and dichloromethane was stirred at room temperature for 2 h. The mixture was concentrated in vacuo to yield 1-(6-nitropyridin-3-yl)piperazine as a brown oil (0.086 g, TFA salt, 100% yield). MS (ES+) m/z 209.4 (M+1).

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-f851955e12cb45e983c6791f3b19d95e
Source dataset
uspto-grants-2010_07
Patent number
US07763618B2

Reaction notes

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