HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 3-(difluoro(quinolin-6-yl)methyl)-N,N-dimethylisoxazolo[4,5-b]pyridin-5-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 6-((5-Chloroisoxazolo[4,5-b]pyridin-3-yl)difluoromethyl)quinoline | HCID 57690987 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(difluoro(quinolin-6-yl)methyl)-N,N-dimethylisoxazolo[4,5-b]pyridin-5-amine | HCID 57691381 | 85.2% |
Reaction Steps
To a microwave vial was added dimethylamine (2.0 M in THF, 0.75 mL, 1.5 mmol) and, 6-((5-chloroisoxazolo[4,5-b]pyridin-3-yl)difluoromethyl)quinoline (0.10 g, 0.30 mmol) in ethanol (3 mL). The mixture was stirred at 140° under microwave irradiation for two hours then was concentrated and purified by MPLC (eluted with a gradient of 10 to 50% ethyl acetate in hexanes) to yield the product as a light yellow solid (87 mg, 85%). MS m/z=341.2 [M+1]+ Calc'd for C18H14F2N4O: 340.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08217177B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-14f150ddeb2b46ceb59fb15eea44db8a |
| Source note | uspto-grants-2012_07 |