HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59936433, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate | HCID 10663926 | — |
| Reactant | HCID 59936441 | HCID 59936441 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59936433 | HCID 59936433 | 82% |
Reaction Steps
A mixture of [(2R)-1-tetrahydro-2H-pyran-4-yl-2-pyrrolidinyl]methylamine (preparation 157) (460 mg, 2.50 mmol), benzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate (preparation 17), and triethylamine (870 ml, 6.24 mmol) in ethyl acetate (8 ml) was heated under reflux for 18 hrs, then cooled. Water (1.5 ml) was added, the reaction mixture dried over MgSO4, and filtered through celite, washing the filter pad well with ethyl acetate. The combined filtrates were concentrated under reduced pressure and the residue purified by column chromatography on silica gel using hexane:ethyl acetate (50:50) as eluant to give the desired product as a white solid, (970 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06180627B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-dd3af7deb659469082b734e32856dd33 |
| Source note | uspto-grants-2001_01 |