3-(azidomethyl)-1H-pyrrolo[2,3-b]pyridine → (1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine
Reaction equation
[N:1]([CH2:4][C:5]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1)=[N+]=[N-]>CCOC(C)=O.[Pd]>[NH:7]1[C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:13]2[C:5]([CH2:4][NH2:1])=[CH:6]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a mixture of 3-(azidomethyl)-1H-pyrrolo[2,3-b]pyridine (A-4) (1.50 g, 8.63 mmol) in EtOAc (150 mL) was added 10% Pd/C (1.10 g). The resulting reaction mixture was stirred under one atmosphere of H2 at room temperature for 3 h. The mixture was filtered, and the filtrate was concentrated to afford the title compound (1.15 g).
Workup
- customThe resulting reaction mixture
- filtrationThe mixture was filtered
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-3a59566f97ec49559bc8d225a354f851
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08507487B2
Reaction notes
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