HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 8-(3-Chloropyridin-2-yl)-2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2,3-Dichloropyridine | HCID 16988 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Cyclohexyl-2,8-diazaspiro[4.5]decan-1-one | HCID 58893165 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 8-(3-Chloropyridin-2-yl)-2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-one | HCID 16118972 | — |
Reaction Steps
A mixture of 2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-one (20 mg, 0.00008 mol), 2,3-dichloropyridine (15.0 mg, 0.000102 mol) and N,N-diisopropylethylamine (44 μL, 0.00025 mol) in N-methylpyrrolidin-2-one (1.0 mL) was irradiated under microwave at 200° C. for 15 min. The mixture was adjusted acidic (pH to −2.0) with trifluoroacetic acid (TFA), and was diluted with methanol (0.8 mL). The resulting solution was purified by Prep-HPLC to give 8-(3-chloropyridin-2-yl)-2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-one. LCMS: (M+H)+=348.20/350.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193207B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-80edbc2bed8f46298483abeaaa409c1e |
| Source note | uspto-grants-2012_06 |