HCID 69833714, compound → HCID 53702448, compound

HRID 1266461Notes

Reaction equation

HRID 1266461 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH:10]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)[CH2:9][N:8]([C:20](=[O:28])[CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:7]1)=[O:5])[CH3:2]>C(O)(=O)C.[Pd]>[CH2:1]([O:3][C:4]([CH:6]1[CH:10]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH2:9][N:8]([C:20](=[O:28])[CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 69833714HCID 69833714, compound

Product 1

HCID 53702448HCID 53702448, compoundYield 71.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 1-(3-ethoxycarbonyl-propionyl)-4-(4-nitro-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester (0.33 g, Reference Example 12) in acetic acid (5 ml) and 10% palladium on charcoal (0.1 g) was stirred under a hydrogen atmosphere (1 bar) for 20 hours then filtered through a pad of celite. The filtrate was evaporated (40° C. and 2.7 kPa) affording the title compound (0.218 g) as an oil. MS [DCI (reactant gas, ammonia)]: 363 [M+H]+.

Workup

  1. filtrationthen filtered through a pad of celite
  2. customThe filtrate was evaporated (40° C. and 2.7 kPa)

Sources & evidence

ORD record
ord-efbcca6cb1d04f96a0d7df4af9bdc550
Source dataset
uspto-grants-2003_04
Patent number
US06548533B2

Reaction notes

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