HCID 58371984, compound → HCID 58946426, compound

HRID 1020933Notes

Reaction equation

HRID 1020933 reaction equation
[CH3:1][O:2][C:3]([C:5]1([O:20][CH3:21])[CH2:9][CH2:8][N:7](C(OCC2C=CC=CC=2)=O)[CH2:6]1)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C:5]1([O:20][CH3:21])[CH2:9][CH2:8][NH:7][CH2:6]1)=[O:4]

Participants

4

Reactant 1

HCID 58371984HCID 58371984, compound

Product 1

HCID 58946426HCID 58946426, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-Methoxy-pyrrolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester 4a in MeOH (2200 mL), was added 14 g of 10% Pd/C (˜50% in water). The reaction mixture was hydrogenated using H2 at ˜55 psi pressure (epen valve) for 1 overnight. The reaction mixture was filtered, dried to give 3-Methoxy-pyrrolidine-3-carboxylic acid methyl ester 11BH 126 g. (overall yield of 70% for 4 steps, no column purification).

Workup

  1. customfor 1 overnight
  2. filtrationThe reaction mixture was filtered
  3. customdried

Sources & evidence

ORD record
ord-056c5cd427bf40b9949b521b34444671
Source dataset
uspto-grants-2014_05
Patent number
US08716483B2

Reaction notes

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