HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 90456915, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 8-Oxa-3-azabicyclo[3.2.1]octane | HCID 12069231 | — |
| Reactant | Ethyl 2-fluoropyridine-3-carboxylate | HCID 14296371 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 90456915 | HCID 90456915 | 55.9% |
Reaction Steps
To a solution of ethyl 2-fluoronicotinate (0.15 g, 0.97 mmol) in NMP (0.5 mL) was added diisopropylethyl amine (0.50 mL, 2.9 mmol), and 8-oxa-3-azabicyclo[3.2.1]octane (0.17 g, 0.72 mmol). The resulting mixture was irradiated with microwaves (100° C.) for 1 h and loaded directly onto a silica column. Eluting the column with EtOAc/hexanes (0-100%) provided methyl 2-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)nicotinate as a clear oil (0.100 g, 42% yield). MS (ES) for C13H16N2O3: 249 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09248199B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-f901caf0b8eb424ea0dfcce94bcf1dfc |
| Source note | uspto-grants-2016_02 |