HCID 90052103, compound → HCID 72270642, compound

HRID 2284673Notes

Reaction equation

HRID 2284673 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([NH:10][CH:11]2[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12]2)[CH:7]=[CH:8][CH:9]=1)([O-])=O>O1CCCC1.CO.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([NH:10][CH:11]2[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12]2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 1

HCID 90052103HCID 90052103, compound

Product 1

HCID 72270642HCID 72270642, compoundYield 121.9%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To 10% palladium-carbon (100 mg), a solution of tert-butyl 3-((3-nitrophenyl)amino)pyrrolidine-1-carboxylate (C23, 210 mg) in tetrahydrofuran (10 mL) and methanol (10 mL) was added at room temperature, and the mixture was stirred at the same temperature for 1 hour under a hydrogen atmosphere. The insoluble matter was removed by filtration through Cerite, and then the solvent was evaporated under reduced pressure to obtain tert-butyl 3-((3-aminophenyl)amino)pyrrolidine-1-carboxylate (C24, 231 mg).

Workup

  1. customThe insoluble matter was removed by filtration through Cerite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-fe8dc25d70e4471ca61d884b3882e2f6
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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