1-Benzyloxycarbonyl-4-(2-fluoropyrid-3-yl)piperidine → 2-Fluoro-3-(piperidin-4-YL)pyridine

HRID 2256068Notes

Reaction equation

HRID 2256068 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([C:17]2[C:18]([F:23])=[N:19][CH:20]=[CH:21][CH:22]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>FC(F)(F)C(O)=O.C(Cl)(Cl)Cl>[F:23][C:18]1[C:17]([CH:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)=[CH:22][CH:21]=[CH:20][N:19]=1

Participants

4

Reactant 1

HCID 190291611-Benzyloxycarbonyl-4-(2-fluoropyrid-3-yl)piperidine

Product 1

HCID 218397632-Fluoro-3-(piperidin-4-YL)pyridineYield 310.1%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1-benzyloxycarbonyl-4-(2-fluoropyrid-3-yl)piperidine (0.36 g) in 5 mL of trifluoroacetic acid was heated to reflux for 30 minutes and evaporated. The residue thus obtained was dissolved in chloroform and evaporated. After repeating this process three times, the named product was obtained as an oil (0.64 g); MS: 181; NMR: 1.6-2.1 (m, 4), 3.0-3.4 (m, 5), 7.2-7.5 (m, 2), 7.8-7.9 (m, 4), 8.1 (m, 1), 8.2-8.8 (br, 2).

Workup

  1. temperatureto reflux for 30 minutes
  2. customevaporated
  3. customThe residue thus obtained
  4. customevaporated

Sources & evidence

ORD record
ord-a3865e1e22e34791982fe1e286dcdf22
Source dataset
uspto-grants-1997_08
Patent number
US05654299

Reaction notes

Loading…