Ammonium Chloride → HCID 64084568, compound

16 ml of tetrahydrofuran, 0.37 g of the 4-(4-trimethylsilanyl-3-butynylamino)thieno[2,3-d]pyrimidine obtained in (1) above, and 2.1 ml of a 1 M tetrabutylammonium fluoride tetrahydrofuran solution were added to a nitrogen-substituted flask, and the obtained mixture was then stirred at a room temperature for 5 hours. After completion of the stirring, 50 ml of a saturated ammonium chloride aqueous solution was added to the reaction solution, and the thus obtained solution was then extracted with 30 ml of dichloromethane twice. The organic layer was washed with 30 ml of a saturated brine, and it was then dried over magnesium sulfate. The magnesium sulfate was filtrated, and the organic layer was then concentrated. Thereafter, the residue was then purified by column chromatography (Wako Gel C-200; toluene:ethyl acetate=4:1), so as to obtain 0.20 g of 4-(3-butynylamino)thieno[2,3-d]pyrimidine.

1. extractionthe thus obtained solution was then extracted with 30 ml of dichloromethane twice
2. washThe organic layer was washed with 30 ml of a saturated brine, and it
3. dry with materialwas then dried over magnesium sulfate
4. filtrationThe magnesium sulfate was filtrated
5. concentrationthe organic layer was then concentrated
6. customThereafter, the residue was then purified by column chromatography (Wako Gel C-200; toluene:ethyl acetate=4:1)

ORD record

ord-3a90f5d85fd94e31a3c3fd4c1b8e7010

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08586505B2