Triethylamine → HCID 22637159, 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, 2-amino-4-methylthiazole (32 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. Next, diethyl ether was added to the solid, and the solid was collected by filtration. Further, the collected solid was washed with methyl alcohol to give the title compound (78.3 mg, yield 68%).

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. additionNext, diethyl ether was added to the solid
6. filtrationthe solid was collected by filtration
7. washFurther, the collected solid was washed with methyl alcohol

ORD record

ord-0d3b139e8d1645f79c31679d57b11c78

Source dataset

uspto-grants-2004_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06821987B2