HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 56645465, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-6-methyl-3-nitropyridine | HCID 1268230 | — |
| Reactant | 3-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene | HCID 57493808 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 56645465 | HCID 56645465 | 67.7% |
Reaction Steps
A solution of Compound 1c (50 mg, 0.21 mmol), 2-chloro-6-methyl-3-nitropyridine (39.5 mg, 0.23 mmol) and triethylamine (31.9 μL, 0.23 mmol) in N,N-dimethylacetamide (1.14 mL) was stirred at r.t. for 24 h and poured into water. The aqueous layer was extracted with EtOAc. The combined extracts were washed with water, dried over Na2SO4 and evaporated to dryness in vacuo. The crude product was purified by automated flash chromatography (SP1®TM-Biotage) eluting with a Petroleum Ether-Me2CO 95:5 mixture. A further purification with CH2Cl2 as eluent afforded 47.7 mg of the title compound (67.7%) as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-28667eb264e942f19f69b2d613363774 |
| Source note | uspto-grants-2013_11 |