Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridazine | HCID 9259 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 59367708 | HCID 59367708 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59367706 | HCID 59367706 | 80% |
Reaction Steps
1.3 g (12 mmol) of ethyl chloroformate are added, dropwise in 5 minutes, while cooling in an ice bath, to a mixture of 1.68 g (4.8 mmol) of 2-bromo-6-(4-pyrrolidin-1-ylpiperidin-1-yl)imidazo[1,2-b]pyridazine and 1.92 g (24 mmol) of pyridazine in 25 ml of chloroform. The mixture is stirred at ambient temperature for one hour and is then diluted with dichloromethane, and the solution is washed successively with a solution of sodium bicarbonate and then with a saturated solution of sodium chloride. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure after the addition of silica gel. The evaporation residue is loaded onto a silica gel column and the product is purified by silica gel column chromatography, elution being carried out with a mixture of 0 to 10% of methanol in dichloromethane. 1.93 g of product sufficiently pure for the rest of the synthesis are thus isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09108971B2 |
|---|
| Source dataset | uspto-grants-2015_08 |
|---|
| ORD ID | ord-cc866cb3ebf24fb4bad459fdfaba5f7c |
|---|
| Source note | uspto-grants-2015_08 |
|---|