Ethyl 1,3,4,5,6,7-hexahydro-5-methyl-2H-pyrrolo[3,4-c]pyridine-2-carboxylate → 5-Methyl-2,3,4,5,6,7-hexahydro-1H-pyrrolo[3,4-c]pyridine

HRID 1491657Notes

Reaction equation

HRID 1491657 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2[CH2:8][N:9](C(OCC)=O)[CH2:10][C:4]=2[CH2:3]1>O>[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2[CH2:8][NH:9][CH2:10][C:4]=2[CH2:3]1

Participants

3

Reactant 1

HCID 18953646Ethyl 1,3,4,5,6,7-hexahydro-5-methyl-2H-pyrrolo[3,4-c]pyridine-2-carboxylate

Product 1

HCID 152911705-Methyl-2,3,4,5,6,7-hexahydro-1H-pyrrolo[3,4-c]pyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6.3 g (30 mmol) of ethyl 5-methyl-2,3,4,5,6,7-hexahydro-1H-pyrrolo[3, 4-c]pyridine-2-carboxylate and 18.9 g (60 mmol) of Ba(OH)2. 8H2O are refluxed for 15 hours in 75 ml of water. After cooling, the BaCO3 is filtered off with suction, the filtrate is concentrated, and the residue is extracted by boiling five times with 50 ml portions of dioxane. The dioxane solutions are concentrated, and the residue is distilled.

Workup

  1. temperatureAfter cooling
  2. filtrationthe BaCO3 is filtered off with suction
  3. concentrationthe filtrate is concentrated
  4. extractionthe residue is extracted
  5. concentrationThe dioxane solutions are concentrated
  6. distillationthe residue is distilled

Sources & evidence

ORD record
ord-8726b60098e44e72a250abbcf842d3f0
Source dataset
uspto-grants-1994_12
Patent number
US05371090

Reaction notes

Loading…