Ammonium formate → HCID 63758165, compound
Reaction equation
C([O-])=O.[NH4+].Cl[C:6]1[N:11]=[C:10]2[N:12]([CH2:16][CH3:17])[C:13]([NH2:15])=[N:14][C:9]2=[CH:8][CH:7]=1>C(O)C.[Pd]>[CH2:16]([N:12]1[C:10]2=[N:11][CH:6]=[CH:7][CH:8]=[C:9]2[N:14]=[C:13]1[NH2:15])[CH3:17]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Ammonium formate (1.55 g, 24.6 mmol) is added to a solution of 5-chloro-3-ethyl-3H-imidazo[4,5-b]pyridin-2-amine (410 mg, 2.09 mmol) in ethanol (10 mL) containing 10% palladium on carbon (40 mg). The mixture is stirred at room temperature for 16 h. The reaction is filtered, concentrated under reduced pressure and the residue is purified via flash column chromatography using a gradient elution of 0-10% CH2Cl2/methanol to afford the title compound (192 mg, 57%).
Workup
- filtrationThe reaction is filtered
- concentrationconcentrated under reduced pressure
- customthe residue is purified via flash column chromatography
- washa gradient elution of 0-10% CH2Cl2/methanol
Sources & evidence
- ORD record
- ord-69565b8695ff41d99d7d4a83e4316466
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09073926B2
Reaction notes
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