HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylcarbamoyl chloride → 2-[2-(3-Chlorophenyl)ethynyl]-N,N-diethyl-4-oxa-3,8-diazaspiro[4.5]dec-2-ene-8-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylcarbamoyl chloride | HCID 6916 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | 3-[(3-Chlorophenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxamide | HCID 56644646 | — |
| Reactant | 3-[(3-Chlorophenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene | HCID 57493822 | — |
| Product | 2-[2-(3-Chlorophenyl)ethynyl]-N,N-diethyl-4-oxa-3,8-diazaspiro[4.5]dec-2-ene-8-carboxamide | HCID 57493795 | — |
Reaction Steps
The title compound was synthesized following the method herein described for the compound of Example 96 but replacing Compound 22c for Compound 27d and N,N-diethyl chloroformamide for methylisocyanate. After the usual work-up procedure the crude was purified by means of automated flash chromatography (Isolera®TM-Biotage; gradient Petroleum Ether-EtOAc from 8:2 to 6:4) giving the title compound. Yield: 47.1%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-3a97f3948db04661b105aa580aa34615 |
| Source note | uspto-grants-2013_11 |