HCID 19935600, compound → 3-Amino-4,5-diethoxycarbonyl-2-phenyl-6-(tetrazol-1-yl)pyridine

HRID 37503Notes

Reaction equation

HRID 37503 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([N:26]2[CH:30]=[N:29][N:28]=[N:27]2)=[N:8][C:9]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:10]([N+:17]([O-])=O)[C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:5])[CH3:2].[H][H]>[Pd].C(OCC)(=O)C>[NH2:17][C:10]1[C:9]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:8][C:7]([N:26]2[CH:30]=[N:29][N:28]=[N:27]2)=[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

5

Reactant 2

HCID 19935600HCID 19935600, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 152897023-Amino-4,5-diethoxycarbonyl-2-phenyl-6-(tetrazol-1-yl)pyridineYield 51.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 0.36 g of 3,4-diethoxycarbonyl-5-nitro-6-phenyl-2-(tetrazol-1-yl)pyridine, 0.3 g of 10% Pd-C (50% wet) and 30 ml of ethyl acetate was stirred at room temperature for 2 hours in a stream of hydrogen. After the catalyst was filtered off, the reaction mixture was subjected to silica gel column chromatography with chloroform as the eluent, to give 0.172 g of the title compound.

Workup

  1. filtrationAfter the catalyst was filtered off

Sources & evidence

ORD record
ord-8215f848bf8f4d49aa9345686a5b8c7a
Source dataset
uspto-grants-1995_05
Patent number
US05420275

Reaction notes

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