Methanol → HCID 20043747, compound

HRID 1761882Notes

Reaction equation

HRID 1761882 reaction equation
[C:1]([C:3]1[CH:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[NH2:21])[C:5]([C:11]([O:13][CH3:14])=[O:12])=[C:6]([CH3:10])[NH:7][C:8]=1[CH3:9])#[N:2].[N+:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1N1C=CCC=C1)([O-:24])=[O:23].[CH3:37][OH:38]>[Pd]>[CH3:10][C:6]1[NH:7][C:8]([CH3:9])=[C:3]([C:1]#[N:2])[CH:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[NH:21][C:37](=[O:38])[C:28]2[CH:27]=[CH:26][C:25]([N+:22]([O-:24])=[O:23])=[CH:30][CH:29]=2)[C:5]=1[C:11]([O:13][CH3:14])=[O:12]

Participants

5

Reactant 3

HCID 887MethanolHCID 20043735HCID 20043735, compoundHCID 20043743HCID 20043743, compound

Product 1

HCID 20043747HCID 20043747, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

5-Cyano-2,6dimethyl-3-methoxycarbonyl-4-(2-aminophenyl)-1,4-dihydropyridine used as starting material is prepared by the following method: The solution of 0.8 g (2.5 mmoles) of 5cyano-2,6-dimethyl-3-methoxycarbonyl-4-(2-nitrophenyl)-1,4- (2-nitrophenyl-1,4-dihydropyridine (published German patent application No. 2,658,804) in 80 ml of methanol is submitted to hydrogenolysis in the presence of Pd-C at atmospheric pressure. After completed reduction the catalyst is filtered and washed with hot methanol. The solvent is evaporated and the residue is recrystallized from ethanol.

Workup

  1. customis prepared by the following method
  2. filtrationis filtered
  3. washwashed with hot methanol
  4. customThe solvent is evaporated
  5. customthe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-fa51a65e645a41cb947d79362011ad78
Source dataset
uspto-grants-1989_05
Patent number
US04829076

Reaction notes

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