Piperidine → 6-Bromo-7-methoxy-3,4-dihydroquinazolin-4-one

HRID 249975

Reaction equation

HRID 249975 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

HCID 8082PiperidineHCID 92621,3,5-TriazineHCID 197019262-Amino-5-bromo-4-methoxybenzoic acid

Product 1

HCID 1357423626-Bromo-7-methoxy-3,4-dihydroquinazolin-4-oneYield 63%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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

  1. temperaturerefluxed for one hour
  2. filtrationthe resulting crystals are filtered off with suction
  3. washwashed with methanol

Sources & evidence

ORD record
ord-1a5c152eb7c94aef8e7db017f347b61c
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Linked notes

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