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

HRID 1351580Notes

Reaction equation

HRID 1351580 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-fe5342dcd0844061a8b4fc1d1bcc0bc6
Source dataset
uspto-grants-2007_05
Patent number
US07217716B2

Reaction notes

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