HCID 57591001, compound → HCID 57591004, compound

HRID 1783901Notes

Reaction equation

HRID 1783901 reaction equation
[CH:1]1([CH2:7][NH:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:21])[C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:11][C:10]=2[N+:22]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CCOC(C)=O.[Pd]>[NH2:22][C:10]1[CH:11]=[C:12]([NH:15][C:16](=[O:21])[C:17]([CH3:19])([CH3:18])[CH3:20])[CH:13]=[CH:14][C:9]=1[NH:8][CH2:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 57591001HCID 57591001, compound

Product 1

HCID 57591004HCID 57591004, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 23938PalladiumSolvent

Procedure

N-{4-[(Cyclohexylmethyl)amino]-3-nitrophenyl}-2,2-dimethylpropanamide (215 mg, 0.645 mmol) was dissolved in 20 mL of EtOAc containing a catalytic amount of 10% Pd/C. The solution was shaken in a Parr hydrogenation apparatus under H2 atmosphere (45 psi) at RT for 24 h. The solution was filtered through Celite and the solvent evaporated to give the desired product. Yield: 175 mg (89%); MS (ESI) (M+H)+304.04.

Workup

  1. filtrationThe solution was filtered through Celite
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-618390cab0f248739bb4b9165dc5860d
Source dataset
uspto-grants-2009_03
Patent number
US07501447B2

Reaction notes

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