HCID 90051731, compound → HCID 90052107, compound

HRID 2284685Notes

Reaction equation

HRID 2284685 reaction equation
C(OC([NH:11][CH2:12][CH2:13][CH2:14][NH:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]1[NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=O)C1C=CC=CC=1>CO.[C].[Pd]>[NH2:11][CH2:12][CH2:13][CH2:14][NH:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]1[NH:22][C:23](=[O:29])[O:24][C:25]([CH3:27])([CH3:26])[CH3:28]

Participants

4

Reactant 1

HCID 90051731HCID 90051731, compound

Product 1

HCID 90052107HCID 90052107, compoundYield 110.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To 10% palladium-carbon (50 mg), a solution of tert-butyl (2-((3-((benzyloxycarbonyl)amino)propyl)amino)cyclohexyl)carbamate (C39, 137 mg) in methanol (5 mL) was added at room temperature, and the mixture was stirred at room temperature for 4 hours 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 (2-((3-aminopropyl)amino)cyclohexyl)carbamate (C40, 101 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-374548ca097b43cd8484bfb5e7364460
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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