Dimethylamine → HCID 58045882, compound

Temperature

0 °C

Methyl 3-amino-8-methyl-[1,2,4]triazolo[4,3-b]pyridazine-6-carboxylate (W1.146; 210 mg) was dissolved in methanol (4 ml), cooled to 0° C., slowly admixed dropwise with dimethylamine (2.02 ml; 2 M in THF) and stirred at 0° C. After 3 h, a further 5 equivalents of dimethylamine solution were added and the mixture was stirred at 40° C. for 4 h. After standing overnight, another 5 equivalents of dimethylamine solution were added and the mixture was stirred at 40° C. for a further 8 h. After standing overnight again, a further 5 equivalents of dimethylamine solution were added and then the mixture was stirred at 100° C. in a microwave for 30 min. Subsequently, the mixture was concentrated and purified using silica gel (24 g cartridge, dichloromethane/methanol gradient of 0-20% in 60 min). 92 mg of the title compound were obtained.

1. stirringthe mixture was stirred at 40° C. for 4 h
2. waitAfter standing overnight
3. stirringthe mixture was stirred at 40° C. for a further 8 h
4. waitAfter standing overnight
5. stirringthe mixture was stirred at 100° C. in a microwave for 30 min
6. concentrationSubsequently, the mixture was concentrated
7. custompurified
8. customsilica gel (24 g cartridge, dichloromethane/methanol gradient of 0-20% in 60 min)

ORD record

ord-9d870aea397a46d0b0b37ab16a29ff8f

Source dataset

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08076336B2