HCID 131721415, compound → HCID 21833752, compound

HRID 1741085Notes

Reaction equation

HRID 1741085 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2([C:20]3[C:11](=[CH:12][C:13]4[CH:14]=[CH:15][CH:16]=[N:17][C:18]=4[CH:19]=3)[O:10][CH2:9][CH2:8]2)[CH2:4][CH2:3]1>C(O)C.C(O)(=O)C.O=[Pt]=O>[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2([C:20]3[C:11](=[CH:12][C:13]4[CH2:14][CH2:15][CH2:16][NH:17][C:18]=4[CH:19]=3)[O:10][CH2:9][CH2:8]2)[CH2:4][CH2:3]1

Participants

5

Reactant 1

HCID 131721415HCID 131721415, compound

Product 1

HCID 21833752HCID 21833752, compoundYield 99%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

A solution of 2,3-dihydro-1'-methylspiro[4H-pyrano[2,3-g]quinoline-4,4' piperidine] (D106, 150 mg, 0.0006 mole) in ethanol (50 ml) and glacial acetic acid (2 ml) was hydrogenated over PtO2 (35 mg) at 50 psi for 2 days. The catalyst was removed by filtration through kieselguhr and the filtrate concentrated in vacuo. The residue was purified by chromatography on silica gel eluting with 30% MeOH/dichloromethane with 1% ammonia solution to afford the title compound (150 mg, 99%).

Workup

  1. customThe catalyst was removed by filtration through kieselguhr
  2. concentrationthe filtrate concentrated in vacuo
  3. customThe residue was purified by chromatography on silica gel eluting with 30% MeOH/dichloromethane with 1% ammonia solution

Sources & evidence

ORD record
ord-8a9f7d941db64e80b64440f265bb09bf
Source dataset
uspto-grants-1999_10
Patent number
US05972951

Reaction notes

Loading…