2-Cyclopentyl-indolizine → 2-Cyclopentyl-5,6,7,8-tetrahydro-indolizine

HRID 37827Notes

Reaction equation

HRID 37827 reaction equation
[CH:1]1([C:6]2[CH:7]=[C:8]3[N:13]([CH:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9]3)[CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Ni]>[CH:1]1([C:6]2[CH:7]=[C:8]3[N:13]([CH:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9]3)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 1

HCID 668510452-Cyclopentyl-indolizine

Product 1

HCID 668510482-Cyclopentyl-5,6,7,8-tetrahydro-indolizineYield 94%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

2-Cyclopentyl-indolizine (0.25 g, 1.35 mmol) was dissolved in methanol (5 mL) and hydrogenated over Raney nickel (50 mg) under balloon pressure at room temperature for 1 h. The reaction mixture was filtered through celite, washing with methanol. Concentration of the filtrate afforded 2-cyclopentyl-5,6,7,8-tetrahydro-indolizine (0.24 g, 94%) as a solid.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashing with methanol

Sources & evidence

ORD record
ord-1d42ea5417394941ae87eb00d766b1b2
Source dataset
uspto-grants-2013_09
Patent number
US08524705B2

Reaction notes

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