HCID 18608089, compound → HCID 18608090, compound

HRID 652050Notes

Reaction equation

HRID 652050 reaction equation
[CH:1]([C@@H:3]1[C@H:8]([CH2:9][CH2:10][CH:11]([C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH3:24])[CH:21]=3)[N:16]=[CH:15][CH:14]=2)[NH2:12])[CH2:7][CH2:6][NH:5][CH2:4]1)=[CH2:2]>C(O)C.[Pd]>[CH2:1]([C@@H:3]1[C@H:8]([CH2:9][CH2:10][CH:11]([C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH3:24])[CH:21]=3)[N:16]=[CH:15][CH:14]=2)[NH2:12])[CH2:7][CH2:6][NH:5][CH2:4]1)[CH3:2]

Participants

4

Reactant 1

HCID 18608089HCID 18608089, compound

Product 1

HCID 18608090HCID 18608090, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-[3(R)-ethenyl-4(R)-piperidyl]-1-(6-methoxy-4 quinolyl)-1(RS)-propanamine (1.2 g) dissolved in absolute ethanol (25 ml) is hydrogenated at atmospheric pressure and at room temperature in the presence of palladium (0.25 g, 10% on carbon). The absorption of hydrogen is complete in 2 hours. The catalyst is filtered off, the solvent is evaporated under reduced pressure, and the residue is recrystallised from isopropanol. 3-[3(R)-Ethyl-4(R)-piperidyl]-1-(6-methoxy-4 quinolyl)-1(RS)-propanamine is thus obtained as the trihydrochloride, m.p. 200° C.

Workup

  1. customThe absorption of hydrogen
  2. filtrationThe catalyst is filtered off
  3. customthe solvent is evaporated under reduced pressure
  4. customthe residue is recrystallised from isopropanol

Sources & evidence

ORD record
ord-631c9987466f47b9805c48ea4bf159d3
Source dataset
uspto-grants-1987_06
Patent number
US04670446

Reaction notes

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