HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-{4-[3-(3,5-Difluorophenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-6-methoxy-3-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-6-methoxy-3-nitropyridine | HCID 2795029 | — |
| Reactant | 4-[3-(3,5-Difluorophenyl)prop-2-ynylidene]piperidine | HCID 86627342 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 2-{4-[3-(3,5-Difluorophenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-6-methoxy-3-nitropyridine | HCID 25181921 | 83.6% |
Reaction Steps
A solution of Compound 228b (0.046 mg, 0.197 mmol), 2-chloro-6-methoxy-3-nitropyridine (34.6 mg, 0.18 mmol), potassium carbonate (50.3 mg, 0.36 mmol) in N,N-dimethylacetamide was heated in a microwave oven at 165° C. for 3 min. Afterwards, the reaction mixture was cooled, poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography (EtOAc—Petroleum Ether 5:95) affording the title product (0.058 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-fdec287c04e847e8adedd4585571844d |
| Source note | uspto-grants-2013_08 |