Boron tribromide → 4-bromo-2-methyl-6H-furo[2,3-c]pyridin-7-one
Reaction equation
[Br:1][C:2]1[CH:7]=[N:6][C:5]([O:8]C)=[C:4]2[O:10][C:11]([CH3:13])=[CH:12][C:3]=12.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[C:3]2[CH:12]=[C:11]([CH3:13])[O:10][C:4]=2[C:5](=[O:8])[NH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a mixture of 4-bromo-7-methoxy-2-methylfuro[2,3-c]pyridine (3.0 g, 12.4 mmol) in DCM (30 mL) was stirred at 0° C. under an atmosphere of nitrogen was added BBr3 (15.5 g, 62.0 mmol) dropwise. The mixture was stirred at 0° C. for 3 h. The mixture was concentrated in vacuo to afford the title compound (2.50 g, 88%). The material was immediately used in the next step without any further purification. LCMS (M+H)+=229.
Workup
- stirringThe mixture was stirred at 0° C. for 3 h
- concentrationThe mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-172dbcf2dd5b4f18a7bf8db148a0e49d
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09034900B2
Reaction notes
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