6-[4-(2-benzyloxycarbonylamino-2-methylpropylamino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone → 6-[4-(2-amino-2-methylpropyl amino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone

HRID 1905418Notes

Reaction equation

HRID 1905418 reaction equation
C(OC([NH:11][C:12]([CH3:30])([CH3:29])[CH2:13][NH:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:22]([CH3:28])[CH2:23][C:24](=[O:27])[NH:25][N:26]=2)=[CH:17][CH:16]=1)=O)C1C=CC=CC=1.[H][H]>[C].[Pd].CO>[NH2:11][C:12]([CH3:29])([CH3:30])[CH2:13][NH:14][C:15]1[CH:16]=[CH:17][C:18]([C:21]2[CH:22]([CH3:28])[CH2:23][C:24](=[O:27])[NH:25][N:26]=2)=[CH:19][CH:20]=1

Participants

5

Reactant 2

HCID 145786766-[4-(2-benzyloxycarbonylamino-2-methylpropylamino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinoneHCID 178418361HCID 178418361, compound

Product 1

HCID 106123876-[4-(2-amino-2-methylpropyl amino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinoneYield 89.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6-[4-(2-benzyloxycarbonylamino-2-methylpropylamino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone (0.50 g), 10% palladium-carbon (0.50 g) and methanol (40 ml) was stirred in a stream of hydrogen for 3 hours. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure to give 6-[4-(2-amino-2-methylpropyl amino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone(0.30 g).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a82e1d5fb5484cb4bed7c21e17aee81e
Source dataset
uspto-grants-1989_06
Patent number
US04843072

Reaction notes

Loading…