Piperidine → 6-Bromo-7-methoxy-3,4-dihydroquinazolin-4-one
Reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([Br:13])=[CH:7][C:3]=1[C:4](O)=[O:5].[NH:14]1CCCC[CH2:15]1.N1C=NC=NC=1>CO>[Br:13][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][C:9]=1[O:11][CH3:12])[N:1]=[CH:15][NH:14][C:4]2=[O:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Amino-5-bromo-4-methoxybenzoic acid (1.56 g, 6.34 mmol) is dissolved in methanol (15 ml), treated with piperidine (0.063 ml, 0.63 mmol) and 1,3,5-triazine (772 mg, 9.5 mmol) and refluxed for one hour. After cooling to room temperature, the resulting crystals are filtered off with suction and washed with methanol. The desired product is obtained in 63% yield (1.01 g).
Workup
- temperaturerefluxed for one hour
- filtrationthe resulting crystals are filtered off with suction
- washwashed with methanol
Sources & evidence
- ORD record
- ord-1a5c152eb7c94aef8e7db017f347b61c
- Source dataset
- uspto-grants-2011_01
- Patent number
- US07863283B2
Reaction notes
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