HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 44539631, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Aminotetrahydropyran | HCID 419223 | — |
| Reactant | HCID 44541051 | HCID 44541051 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 44539631 | HCID 44539631 | 46.7% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
6-Fluoro-N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]-2-pyridinecarboxamide (100 mg, 0.27 mmol) and tetrahydro-2H-pyran-4-amine (55 mg, 0.54 mmol) were dissolved in DMSO (1.5 ml) in a microwave vial. DIPEA (0.282 ml) was added and the mixture was heated at 160° C. for 3 h under microwave irradiation. The reaction mixture was concentrated under a stream of nitrogen and redissolved in methanol. This solution was loaded onto a 2 g aminopropyl column, which was been preconditioned with methanol. The column was eluted with methanol (2 column volumes) and the desired fraction was blown to dryness under nitrogen. The sample was then purified by Mass Directed Automated Preparative HPLC (Method B) to give the title compound (57 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765743B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-51db9cfa35d5426e9fad666a4d873c1a |
| Source note | uspto-grants-2014_07 |