(S)-2-[(6,7-Difluoroquinoxalin-2-ylamino)methyl]-piperidine-1-carboxylic acid tert buty ester → (S)-2-[(6,7-Difluoroquinoxalin-2-ylamino)methyl]-piperidine

HRID 2113520Notes

Reaction equation

HRID 2113520 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:14][NH:15][C:16]1[CH:25]=[N:24][C:23]2[C:18](=[CH:19][C:20]([F:27])=[C:21]([F:26])[CH:22]=2)[N:17]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[F:26][C:21]1[CH:22]=[C:23]2[C:18](=[CH:19][C:20]=1[F:27])[N:17]=[C:16]([NH:15][CH2:14][C@@H:9]1[CH2:10][CH2:11][CH2:12][CH2:13][NH:8]1)[CH:25]=[N:24]2

Participants

3

Reactant 1

HCID 69980785(S)-2-[(6,7-Difluoroquinoxalin-2-ylamino)methyl]-piperidine-1-carboxylic acid tert buty ester

Product 1

HCID 67090961(S)-2-[(6,7-Difluoroquinoxalin-2-ylamino)methyl]-piperidine

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

(S)-2-[(6,7-Difluoroquinoxalin-2-ylamino)methyl]-piperidine-1-carboxylic acid tert butyl ester (0.460 g) was dissolved in trifluoroacetic acid (10 ml) and stirred at room temperature for 3 hours. The solution was then evaporated and the residue chromatographed over silica gel, eluting with 0 to 10% (9:1 methanol-concentrated ammonia solution) in dichloromethane. The title compound was obtained as a pale yellow foam (0.286 g), MH+ 279.

Workup

  1. customThe solution was then evaporated
  2. customthe residue chromatographed over silica gel
  3. washeluting with 0 to 10% (9:1 methanol-concentrated ammonia solution) in dichloromethane

Sources & evidence

ORD record
ord-9f24bb4d7cf14b879cace92ea6dcd2bf
Source dataset
uspto-grants-2008_10
Patent number
US07432270B2

Reaction notes

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