HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-3-iodobenzene → Tert-butyl 3-[2-(3-chlorophenyl)ethynyl]-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-8-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-3-iodobenzene | HCID 12269 | — |
| Reactant | 1-Boc-4-Methylenepiperidine | HCID 2756808 | — |
| Reactant | 2-(4-Methylene-1-piperidyl)-3-nitropyridine | HCID 57493809 | — |
| Reactant | 6-Methyl-2-(4-methylene-1-piperidyl)-3-nitropyridine | HCID 57493810 | — |
| Product | Tert-butyl 3-[2-(3-chlorophenyl)ethynyl]-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-8-carboxylate | HCID 57493815 | — |
Reaction Steps
The title compound was synthesized following the method reported for the compound of Example 3, substituting 2-bromo-6-methylpyridine with 1-chloro-3-iodobenzene and Compound 3c with Compound 2a, with tert-butyl 4-methylenepiperidine-1-carboxylate. After the usual work-up, the crude was purified by automated flash chromatography (SP1®TM -Biotage; gradient Petroleum Ether-EtOAc from 95:5 to 6:4) affording the title product as white solid. Yield: 76.9%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-a0aee53bc3154901b7a8134f5da7d754 |
| Source note | uspto-grants-2013_11 |