Methylamine → 6H-oxazolo[4,5-e]indole
Reaction equation
[CH3:1][NH2:2].[OH:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[CH:7]2>CN(C=O)C.O=[Mn]=O>[N:2]1[C:5]2=[C:6]3[C:10](=[CH:11][CH:12]=[C:4]2[O:3][CH:1]=1)[NH:9][CH:8]=[CH:7]3Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
0.5 mmol of methylamine and 4.13 mmol of MnO2 are added to a solution of 0.4 mmol of 5-hydroxy-1H-indole in 3 ml of DMF, and the mixture is stirred at room temperature for 18 hours. The suspension is filtered through Celite and subjected to conventional work-up, giving 6H-oxazolo[4,5-e]indole; ESI 159.
Workup
- filtrationThe suspension is filtered through Celite
Sources & evidence
- ORD record
- ord-48e2ebd3ce31455ea6dd59c9383f0a06
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07741343B2
Reaction notes
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