HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512838Generated: October 25, 2026
Water → 6-fluoro-1-(1-(6-(4-methyl-1H-imidazol-1-yl)pyridazin-3-yl)piperidin-4-yl)indoline
https://huagongshe.com/reaction/512838
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Chloro-6-(4-methyl-1H-imidazol-1-yl)pyridazine | HCID 20491704 | — |
| Reactant | 6-Fluoro-1-(piperidin-4-yl)indoline | HCID 22038384 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-fluoro-1-(1-(6-(4-methyl-1H-imidazol-1-yl)pyridazin-3-yl)piperidin-4-yl)indoline | HCID 76311099 | — |
Reaction Steps
To a mixture of 6-fluoro-1-(piperidin-4-yl)indoline (128 mg, 0.5 mmol), 3-chloro-6-(4-methylimidazol-1-yl)pyridazine (78 mg, 0.4 mmol) in DMSO (1.5 mL) was added DIPEA (0.25 mL, 1.5 mmol). The resulting mixture was sealed and heated at 180° C. for 1.5 h under microwave irradiation. The resulting mixture was then poured into H2O (30 mL) and the aqueous layer was extracted with 10% CH2Cl2/Et2O (80 mL×4). The combined organic layer was dried (Na2SO4) and filtered. The solvent was removed and the resulting residue was purified by column (dry loading) using EtOAc then 3% MeOH/EtOAc as the eluent to yield 6-fluoro-1-(1-(6-(4-methyl-1H-imidazol-1-yl)pyridazin-3-yl)piperidin-4-yl)indoline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09102669B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-cc306303be69495c8a958029a8661415 |
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| Source note | uspto-grants-2015_08 |
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