Trifluoroacetic acid → 4-[(3-Methoxy-pyrazin-2-ylamino)-methyl]-piperidine

HRID 1827218Notes

Reaction equation

HRID 1827218 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]2[C:21]([O:22][CH3:23])=[N:20][CH:19]=[CH:18][N:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[CH3:23][O:22][C:21]1[C:16]([NH:15][CH2:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:17][CH:18]=[CH:19][N:20]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 235773124-[(3-Methoxy-pyrazin-2-ylamino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 221357494-[(3-Methoxy-pyrazin-2-ylamino)-methyl]-piperidine

Procedure

4-[(3-Methoxy-pyrazin-2-ylamino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester (0.5 g, 0.0015 mol) and trifluoroacetic acid (5 mL) were allowed to stir under nitrogen for 0.5 h. The reaction was concentrated in vacuo, and chromatographed on silica using methylene chloride/methanol/ammonium hydroxide (90/10/2) to give the title compound. M.S.(M+1): 223.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customchromatographed on silica

Sources & evidence

ORD record
ord-2aba8244aeb54bb087df51994525aab6
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

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