HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylcarbamoyl Chloride → 3-[(3-Chlorophenyl)ethynyl]-N,N-dimethyl-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylcarbamoyl Chloride | HCID 6598 | — |
| Reactant | 3-[(3-Chlorophenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene | HCID 57493822 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[(3-Chlorophenyl)ethynyl]-N,N-dimethyl-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxamide | HCID 56644645 | 68.8% |
Reaction Steps
To a solution of Compound 27d (0.12 g, 0.46 mmol) in 10 mL of dichloromethane was added TEA (0.02 mL, 1.38 mmol) followed by N,N-dimethylchloroformamide (0.051 mL, 0.59 mmol). The reaction mixture was stirred at r.t. for 4 h. Afterwards, it was evaporated to dryness and purified by means of automated flash chromatography (SP01®TM-Biotage; gradient Petroleum Ether-EtOAc from 3:7 to 0:1) to give the title compound as a pale yellow solid. Yield: 68.8%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-3b981a52453b4dffbfb1d90d73292174 |
| Source note | uspto-grants-2013_11 |