Methyl 5-(4-methoxy-3-nitrophenyl)-3-pyridinecarboxylate → HCID 19837271, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[N:11][CH:12]=[C:13]([CH:18]=2)[C:14]([O:16][CH3:17])=[O:15])=[CH:5][C:4]=1[N+:19]([O-])=O>C(OCC)(=O)C.[C].[Pd]>[NH2:19][C:4]1[CH:5]=[C:6]([C:9]2[CH:10]=[N:11][CH:12]=[C:13]([CH:18]=2)[C:14]([O:16][CH3:17])=[O:15])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 50 °C
Procedure
990 mg of the resulting nitro compound was dissolved in 60 ml of ethyl acetate, and 0.3 g of 10% palladium-carbon was added. The nitro compounds was thus catalytically reduced with stirring at 50° C. The catalyst was removed in a customary manner, and the resulting yellow crystals were recrystallized from methylene chloride-ether to give 723 mg (yield 81%) of methyl 5-(3-amino-4-methoxyphenyl)nicotinate as pale yellow needles having a melting point of 98° to 99° C.
Workup
- customThe catalyst was removed in a customary manner
- customthe resulting yellow crystals were recrystallized from methylene chloride-ether
Sources & evidence
- ORD record
- ord-82c4dd22dec043b6ac03a755302ac152
- Source dataset
- uspto-grants-1989_12
- Patent number
- US04886822
Reaction notes
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