Ethyl (2E)-(1-isopropenyl-6,7-dihydro-8H-pyrido[3,4-b]pyrrolizin-8-ylidene)ethanoate → ethyl (1-isopropyl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl)acetate

HRID 1435896Notes

Reaction equation

HRID 1435896 reaction equation
[C:1]([C:4]1[C:9]2[CH:10]=[C:11]3[N:15]([C:8]=2[CH:7]=[CH:6][N:5]=1)[CH2:14][CH2:13]/[C:12]/3=[CH:16]\[C:17]([O:19][CH2:20][CH3:21])=[O:18])([CH3:3])=[CH2:2]>CO.[OH-].[OH-].[Pd+2]>[CH:1]([C:4]1[C:9]2[CH:10]=[C:11]3[N:15]([C:8]=2[CH:7]=[CH:6][N:5]=1)[CH2:14][CH2:13][CH:12]3[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 86601999Ethyl (2E)-(1-isopropenyl-6,7-dihydro-8H-pyrido[3,4-b]pyrrolizin-8-ylidene)ethanoate

Product 1

HCID 86601998ethyl (1-isopropyl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl)acetate

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of ethyl (2E)-(1-isopropenyl-6,7-dihydro-8H-pyrido[3,4-b]-pyrrolizin-8-ylidene)ethanoate (0.40 g, 1.4 mmol) in MeOH (20 mL) was added Pd(OH)2 (0.20 g). The mixture was stirred under 1 atm of H2 for 3 h. The mixture was filtered over celite and evaporated to provide the title compound.

Workup

  1. filtrationThe mixture was filtered over celite
  2. customevaporated

Sources & evidence

ORD record
ord-295186993de54c8c91545ddb5ca82534
Source dataset
uspto-grants-2009_11
Patent number
US07618979B2

Reaction notes

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