HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-Chloro-1-[2-(3,3-difluoropyrrolidin-1-yl)ethyl]-3,5-diphenyl-pyrazolo[3,4-c]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3,3-Difluoropyrrolidine hydrochloride | HCID 24903482 | — |
| Reactant | 4-chloro-1-(2-iodoethyl)-3,5-diphenyl-1H-pyrazolo[3,4-c]pyridazine | HCID 86697020 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Chloro-1-[2-(3,3-difluoropyrrolidin-1-yl)ethyl]-3,5-diphenyl-pyrazolo[3,4-c]pyridazine | HCID 86717320 | 27.8% |
Reaction Steps
A solution of 4-chloro-1-(2-iodoethyl)-3,5-diphenyl-1H-pyrazolo[3,4-c]pyridazine (91 mg, 0.2 mmol) in dry CH2Cl2 (2 mL) was added to 3,3-difluoropyrrolidine hydrochloride (143 mg, 1 mmol), DIPEA (0.2 mL, 1.1 mmol) was added and the reaction stirred for 5 days. The resultant residue was purified using chromatography (silica gel, gradient 20 to 50% ethyl acetate/isohexane, followed by preparative HPLC to provide Compound IIv as a white solid (24.5 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227976B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-97a167dc0777455e97072bc13dc7b5dd |
| Source note | uspto-grants-2016_01 |