HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 6-[3-[4-(Diphenylmethoxy)piperidino]-2-hydroxypropylamino][1,2,4]triazolo[1,5-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Chloro-(1,2,4)triazolo(1,5-b)pyridazine | HCID 11240611 | — |
| Reactant | 3-[4-(Diphenylmethoxy)piperidino]-2-hydroxypropylamine | HCID 22989280 | — |
| Product | 6-[3-[4-(Diphenylmethoxy)piperidino]-2-hydroxypropylamino][1,2,4]triazolo[1,5-b]pyridazine | HCID 22989428 | 56% |
Reaction Steps
0.675 g of 1-amino-3-[4-(diphenylmethoxy)piperidino]-2-propanol and 0.335 g of 6-chloro[1,2,4]triazolo[1,5-b]pyridazine were stirred at 135-140° C. for 3 hours. After cooling, aqueous sodium bicarbonate was added, followed by extraction with ethyl acetate-tetrahydrofuran (2:1); the extract was washed with saline, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with ethyl acetate:methanol:triethylamine (90:10:1). The desired fraction was collected, recrystallized from ethyl acetate and dried to yield 0.509 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06627630B1 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-26b4073be4df4455880d63e43b59a5d8 |
| Source note | uspto-grants-2003_09 |