HCID 89533691, compound → HCID 89533692, compound

HRID 1050976Notes

Reaction equation

HRID 1050976 reaction equation
[F:1][C:2]1[C:20]([N+:21]([O-])=O)=[CH:19][CH:18]=[CH:17][C:3]=1[C:4]([N:6]1[CH2:10][CH2:9][CH2:8][C@H:7]1[C:11]([O:13][CH:14]([CH3:16])[CH3:15])=[O:12])=[O:5]>CO.[Pd]>[NH2:21][C:20]1[C:2]([F:1])=[C:3]([CH:17]=[CH:18][CH:19]=1)[C:4]([N:6]1[CH2:10][CH2:9][CH2:8][C@H:7]1[C:11]([O:13][CH:14]([CH3:15])[CH3:16])=[O:12])=[O:5]

Participants

4

Reactant 1

HCID 89533691HCID 89533691, compound

Product 1

HCID 89533692HCID 89533692, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2.12 g (6.55 mmol, 1.0 eq) of isopropyl (S)-1-(2-fluoro-3-nitrobenzoyl)pyrrolidine-2-carboxylate in 40 ml of methanol in the presence of 0.32 g (15% by weight) of palladium on carbon at 10% was stirred under a hydrogen atmosphere at ambient temperature for 16 hours. The reaction medium was filtered through celite and concentrated to dryness. 1.87 g of isopropyl (S)-1-(3-amino-2-fluorobenzoyl)pyrrolidine-2-carboxylate were obtained in the form of a colorless oil. Yield=97%.

Workup

  1. filtrationThe reaction medium was filtered through celite and
  2. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-07b2981e22c84e6eb3c86e0c0eb756e4
Source dataset
uspto-grants-2016_07
Patent number
US09388149B2

Reaction notes

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