Formaldehyde → 7-(2,4-Dichlorophenyl)-2-(1-methylpiperidin-4-yl)[1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

Temperature

0 °C

At 0° C., 500 mg (1.25 mmol) of 7-(2,4-dichlorophenyl)-2-(piperidin-4-yl)[1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one hydrochloride were initially charged in methanol (4 ml), and 3 Å molecular sieve (50 mg), formalin (210 μl, 7.50 mmol) and sodium cyanoborhydride (470 mg, 7.50 mmol) were added. The mixture was stirred at 0° C. for 1 h and then stirred at RT for another 12 h. The reaction mixture was filtered, and dichloromethane (100 ml) and water (75 ml) were added to the filtrate. The mixture was extracted and the organic phase was dried (magnesium sulfate) and concentrated. This gave 274 mg (58% of theory) of the crude product.

1. stirringstirred at RT for another 12 h
2. filtrationThe reaction mixture was filtered
3. additiondichloromethane (100 ml) and water (75 ml) were added to the filtrate
4. extractionThe mixture was extracted
5. dry with materialthe organic phase was dried (magnesium sulfate)
6. concentrationconcentrated

ORD record

ord-cc6d963ed1b94c74979317a8cfd2b01f

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08436003B2