HCID 68869454, compound → 2-Amino-1-(N-cyclopropylmethylamino)-4-(isopropylsulfonyl)benzene

HRID 1817850Notes

Reaction equation

HRID 1817850 reaction equation
[CH:1]1([CH2:4][NH:5][C:6]2[CH:11]=[CH:10][C:9]([S:12]([CH:15]([CH3:17])[CH3:16])(=[O:14])=[O:13])=[CH:8][C:7]=2[N+:18]([O-])=O)[CH2:3][CH2:2]1>CO.C(OCC)(=O)C.[C].[Pd]>[NH2:18][C:7]1[CH:8]=[C:9]([S:12]([CH:15]([CH3:17])[CH3:16])(=[O:13])=[O:14])[CH:10]=[CH:11][C:6]=1[NH:5][CH2:4][CH:1]1[CH2:3][CH2:2]1

Participants

5

Reactant 1

HCID 68869454HCID 68869454, compound

Product 1

HCID 688699912-Amino-1-(N-cyclopropylmethylamino)-4-(isopropylsulfonyl)benzeneYield 98%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of N-(cyclopropylmethyl)-4-(isopropylsulfonyl)-2-nitroaniline (Step D, 521 mg, 1.8 mmol) and 10% palladium carbon (52 mg) in methanol (10 mL) and ethyl acetate (10 mL) was stirred at room temperature for 2 h under hydrogen. The mixture was filtered through a pad of celite and the filtrate was concentrated to afford the title compound (462 mg, 98%) as red brown amorphous.

Workup

  1. filtrationThe mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-797b610455c8484ebd2f693b022ce52e
Source dataset
uspto-grants-2009_10
Patent number
US07598393B2

Reaction notes

Loading…