Ethyl 2-(6-nitropyridin-3-yl)acetate → Ethyl 2-(6-aminopyridin-3-yl)acetate
Reaction equation
[N+:1]([C:4]1[N:9]=[CH:8][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:6][CH:5]=1)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[N:9]=[CH:8][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:6][CH:5]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of 10% Pd on carbon (9.21 g, 8.66 mmol) in a solution of the ethyl (6-nitropyridin-3-yl)acetate (36.4 g, 173 mmol) in EtOH (364 mL) was hydrogenated at 20 psi and 25° C. for 2 h. The suspension was filtered through Solka Floc eluting with 200 mL EtOH. The filtrate was concentrated and solvent switched with EtOAc, then concetrated to afford the title compound.
Workup
- filtrationThe suspension was filtered through Solka Floc
- washeluting with 200 mL EtOH
- concentrationThe filtrate was concentrated
Sources & evidence
- ORD record
- ord-ba8e3d423875473dad706205271d7426
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09056859B2
Reaction notes
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