HCID 14872642, compound → 1-(4-Aminophenyl)-3-(cyclohexylmethyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 1904787Notes

Reaction equation

HRID 1904787 reaction equation
[CH:1]1([CH2:7][N:8]2[C:13](=[O:14])[CH:12]3[C:10]([C:15]4[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=4)([CH2:11]3)[C:9]2=[O:24])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C.[Pd]>[NH2:21][C:18]1[CH:17]=[CH:16][C:15]([C:10]23[CH2:11][CH:12]2[C:13](=[O:14])[N:8]([CH2:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:9]3=[O:24])=[CH:20][CH:19]=1

Participants

4

Reactant 1

HCID 14872642HCID 14872642, compound

Product 1

HCID 1259211-(4-Aminophenyl)-3-(cyclohexylmethyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Following the procedure of Example 3, a solution of 0.5 g of 3-cyclohexylmethyl-1-(4-nitrophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione in 30 ml of ethanol is hydrogenated in the presence of 0.1 g of 5% palladium on carbon and the reaction mixture is worked up, affording the title compound which melts at 125°-126° C. after recrystallisation from ethyl acetate/petroleum ether.

Sources & evidence

ORD record
ord-3bd85faa296c471ab77039d55fe570d9
Source dataset
uspto-grants-1989_06
Patent number
US04839379

Reaction notes

Loading…