6-Methoxy-3-nitropyridine-2-acetonitrile → 5-methoxy-1H-pyrrolo[3,2-b]pyridine
Reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([CH2:9][C:10]#N)[C:6]([N+:12]([O-])=O)=[CH:5][CH:4]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[N:8]=[C:7]2[CH:9]=[CH:10][NH:12][C:6]2=[CH:5][CH:4]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Under a hydrogen pressure of 45 psi, 17.70 g (91.7 mmol) of the compound obtained in Step A and 2.5 g of palladium-on-carbon suspended in 300 ml of ethanol are stirred for 5 hours at room temperature. After filtration over Celite and evaporation, the residue is purified over silica gel (eluant:petroleum ether/ethyl acetate, 4:1) to yield the title product in the form of a brown solid.
Workup
- filtrationAfter filtration
- customover Celite and evaporation
- customthe residue is purified over silica gel (eluant:petroleum ether/ethyl acetate, 4:1)
Sources & evidence
- ORD record
- ord-dec12f5cb47a4acfad4b5c4dbec8dddf
- Source dataset
- uspto-grants-2007_06
- Patent number
- US07235550B2
Reaction notes
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