Ammonium formate → HCID 70199857, compound

HRID 861361Notes

Reaction equation

HRID 861361 reaction equation
[OH:1][CH2:2][C:3]1([CH3:19])[CH2:18][N:6]2[CH2:7][CH2:8][N:9](CC3C=CC=CC=3)[CH2:10][CH:5]2[CH2:4]1.C([O-])=O.[NH4+]>CO.[Pd]>[OH:1][CH2:2][C:3]1([CH3:19])[CH2:18][N:6]2[CH2:7][CH2:8][NH:9][CH2:10][CH:5]2[CH2:4]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 20682341HCID 20682341, compound

Product 1

HCID 70199857HCID 70199857, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1.65 g (6.35 mmol) of (7RS,8aSR)-7-hydroxymethyl-7-methyl-2-phenylmethyl-1,2,3,4,6,7,8,8a-octahydro-pyrrolo[1,2-a]pyrazine (Preparation 4) in 20 mL of methanol was mixed with 4.44 mL (22.2 mmol) of 5M aqueous ammonium formate, an aqueous slurry of 0.825 g of 10% palladium on carbon was added and the mixture was stirred at ambient temperature overnight. The solution was filtered through Celite and evaporated to give (7RS,8aSR)-7-hydroxymethyl-7-methyl-1,2,3,4,6,7,8,8a-octahydro-pyrrolo[1,2-a]pyrazine of sufficient purity for use in the next step.

Workup

  1. filtrationThe solution was filtered through Celite
  2. customevaporated

Sources & evidence

ORD record
ord-16f9e8908b644396b5a17fb4f6396b1b
Source dataset
uspto-grants-1998_02
Patent number
US05714487

Reaction notes

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