Triethylamine → HCID 22637131, compound

3-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (84 mg) was dissolved in chloroform (2.5 ml) and triethylamine (0.25 ml) to prepare a solution. A solution of triphosgene (38 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 5 min. Next, 5-amino-3-methylisoxazole (27 mg) was added thereto, and the mixture was further stirred at room temperature overnight. Water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The organic layer was concentrated and was evaporated to dryness. Diethyl ether was added to the resultant solid, and the solid was collected by filtration and was further washed with methyl alcohol to give the title compound (34.2 mg, yield 30%).

1. stirringthe mixture was further stirred at room temperature overnight
2. extractionthe mixture was subjected to separatory extraction with chloroform
3. concentrationThe organic layer was concentrated
4. customwas evaporated to dryness
5. additionDiethyl ether was added to the resultant solid
6. filtrationthe solid was collected by filtration
7. washwas further washed with methyl alcohol

ORD record

ord-6291a111ab544c3f88404cd7c2207603

Source dataset

uspto-grants-2004_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06821987B2