HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 72444859, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethyl acetylenedicarboxylate | HCID 12980 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Phenylmethyl 1-cyano-7-azabicyclo[2.2.1]heptane-7-carboxylate | HCID 21112384 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 72444859 | HCID 72444859 | — |
Reaction Steps
Triethyl amine (1.5 eq.), hydroxylamine hydrochloride (1.3 eq.) were added to a solution of benzyl 1-cyano-7-azabicyclo[2.2.1]heptane-7-carboxylate (C-37) in absolute methanol. The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure, the residue was dissolved in chloroform and treated with dimethylacetylene dicarboxylate (2 eq.) for 14 hours at 60° C. The reaction mixture was then concentrated and the resulting crude oil was purified by flash chromatography (petroleum ether/EtOAc 1:1) to give the titled compound (C-38) as a mixture of isomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07459452B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-8c1ebf4a366c41d8ae5a193a5d2d36d8 |
| Source note | uspto-grants-2008_12 |