HCID 68984554, compound → HCID 68984480, compound

HRID 748631Notes

Reaction equation

HRID 748631 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]([O:13][C:14]2[CH:19]=[C:18]([N+:20]([O-])=O)[CH:17]=[C:16]([F:23])[CH:15]=2)[CH2:10][CH:9]1[CH2:24][O:25][CH3:26])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[OH-].[OH-].[Pd+2].CO>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]([O:13][C:14]2[CH:15]=[C:16]([F:23])[CH:17]=[C:18]([NH2:20])[CH:19]=2)[CH2:10][CH:9]1[CH2:24][O:25][CH3:26])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 68984554HCID 68984554, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68984480HCID 68984480, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 23 g of 4-(3-fluoro-5-nitro-phenoxy)-2-methoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (7), 100 mL MeOH and 2 g of Pd(OH)2/C was stirred for 2 hours under a 50 psi hydrogen atmosphere. The mixture was filtered off through a pad of diatomaceous earth and concentrated to give a quantitative yield of 4-(3-amino-5-fluoro-phenoxy)-2-methoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (8).

Workup

  1. filtrationThe mixture was filtered off through a pad of diatomaceous earth
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-87d1c428f23243928f849d885ed7c910
Source dataset
uspto-grants-2008_07
Patent number
US07399866B2

Reaction notes

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