HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pivaloyl chloride → 1-[4-(3-Bromo-imidazo[1,2-b]pyridazin-6-yl)-piperazin-1-yl]-2,2-dimethyl-propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Bromo-6-piperazin-1-yl-imidazo[1,2-b]pyridazine dihydrochloride | HCID 86696433 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-[4-(3-Bromo-imidazo[1,2-b]pyridazin-6-yl)-piperazin-1-yl]-2,2-dimethyl-propan-1-one | HCID 86696457 | — |
Reaction Steps
Hunig's base [7087-99-5] (1.8 mL, 10.3 mmol) was added to an ambient temperature stirred suspension of 3-bromo-6-piperazin-1-yl-imidazo[1,2-b]pyridazine dihydrochloride (907.1 mg, 2.6 mmol) in ethyl acetate (50 mL). After 30 minutes, pivaloyl chloride [3282-30-2] (0.3 mL, 2.5 mmol) was added and the suspension stirred under N2 blanket for 17 h then washed with brine, dried (MgSO4), and diluted with heptane. Chilling the stirred solution crystallized out a white powder which was isolated by filtration, 618.5 mg. LRMS (ESI) m/z 366.0/368.0 [(M+H)]+, calc'd for C16H20BrN6O: 366.26.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969565B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-b71501f14ae74dfbb8470b6cfcb65c8d |
| Source note | uspto-grants-2015_03 |