ethyl 4-nitro-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate → ethyl 4-amino-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate

HRID 425977Notes

Reaction equation

HRID 425977 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:6]([NH:15][C@H:16]2[CH2:21][CH2:20][CH2:19][CH2:18][C@@H:17]2[N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:5]=1)([O-])=O>C(O)C.[C].[Pd]>[NH2:1][C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:6]([NH:15][C@H:16]2[CH2:21][CH2:20][CH2:19][CH2:18][C@@H:17]2[N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:5]=1

Participants

4

Reactant 1

HCID 66703666ethyl 4-nitro-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate

Product 1

HCID 66703696ethyl 4-amino-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Under an atmosphere of hydrogen (1 atm) and in ethanol, catalytic hydrogenation of ethyl 4-nitro-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate was carried out at room temperature in the presence of 10% palladium-carbon to obtain ethyl 4-amino-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate.

Sources & evidence

ORD record
ord-0e04aef2866640468442555d6e0434d0
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

Loading…