Methanol → 6-(Morpholin-4-yl)pyridine-3,4-diamine
Reaction equation
[N:1]1([C:7]2[CH:12]=[C:11]([NH2:13])[C:10]([N+:14]([O-])=O)=[CH:9][N:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.CO>[Pd].C1COCC1>[O:4]1[CH2:5][CH2:6][N:1]([C:7]2[N:8]=[CH:9][C:10]([NH2:14])=[C:11]([NH2:13])[CH:12]=2)[CH2:2][CH2:3]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Into a 50-mL round-bottom flask were placed 2-(morpholin-4-yl)-5-nitropyridin-4-amine (compound 151.1, 350 mg, 1.56 mmol), methanol (20 mL), THF (10 mL), and Pd/C (35 mg). The above solution was purged with N2 and then H2. The reaction mixture was stirred for 4 h at room temperature. The solids were filtered out. The resulting mixture was concentrated under reduced pressure. This resulted in 280 mg (92%) of the title compound as a pink solid.
Workup
- customInto a 50-mL round-bottom flask were placed
- customThe above solution was purged with N2
- filtrationThe solids were filtered out
- concentrationThe resulting mixture was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-7e1d9f9f72884670bf1f31413599f3a7
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09428502B2
Reaction notes
Loading…