HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59361534, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
| Reactant | HCID 67302996 | HCID 67302996 | — |
| Solvent | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| Product | HCID 59361534 | HCID 59361534 | 100.1% |
Reaction Steps
Under an argon atmosphere, a mixed solution of 4,4-dimethyl-1-(2-hydroxyethyl)-2-(adamantan-2-yl)-1,2-diazetidin-3-one (27.8 mg, 0.100 mmol) in tetrahydrofuran-N,N-dimethylformamide (2:1, 1 mL) was added with sodium hydride (10.0 mg, 0.200 mmol) and 6-chloro-3-pyridine carbonitrile (27.7 mg, 0.200 mmol), and the resultant was stirred at the same temperature for 1 hour. The reaction solution was added with water and extracted with diethyl ether. The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo, the obtained residue was purified using Preparatory Thin-Layer chromatography (hexane:ethyl acetate=1:1), and the title compound (38.1 mg, quant.) was obtained as a white crystalline powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252781B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-3b1cb671873142dd95f2036bfbb450dc |
| Source note | uspto-grants-2012_08 |