HCID 18765904, compound → HCID 18765875, compound

HRID 481008Notes

Reaction equation

HRID 481008 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[N+:27]([O-])=O)[NH:12][C:11]([CH2:30][C:31]([O:33][CH3:34])=[O:32])=[C:10]1[C:35]([O:37][CH3:38])=[O:36]>CO.[OH-].[Pd+2].[OH-]>[NH2:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[CH2:20][CH2:19][C:13]1[NH:12][C:11]([CH2:30][C:31]([O:33][CH3:34])=[O:32])=[C:10]([C:35]([O:37][CH3:38])=[O:36])[CH:9]([C:3]2[C:4]([Cl:8])=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[C:14]=1[C:15]([O:17][CH3:18])=[O:16]

Participants

4

Reactant 1

HCID 18765904HCID 18765904, compound

Product 1

HCID 18765875HCID 18765875, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of dimethyl 4-(2,6-dichlorophenyl)-2-(2-methoxy-2-oxoethyl)-6-[2-(2-nitrophenyl)ethyl]-1,4-dihydro-3,5-pyridinedicarboxylate (3.0 g) and palladium hydroxide, 20 wt % on carbon (300 mg) in MeOH (50 ml) was stirred under hydrogen atmosphere by balloon for 4 hours. Catalyst was removed by filtration and filter cake was washed with CH2Cl2. The combined organic solvent was evaporated to afford a dark green solid (2.61 g192%).

Workup

  1. customCatalyst was removed by filtration
  2. filtrationfilter cake
  3. washwas washed with CH2Cl2
  4. customThe combined organic solvent was evaporated
  5. customto afford a dark green solid (2.61 g192%)

Sources & evidence

ORD record
ord-f27462b10c2a450fb829985e094a7967
Source dataset
uspto-grants-2003_11
Patent number
US06653313B2

Reaction notes

Loading…