HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → ethyl 1,4-dioxo-2-(phenylmethyl)hexahydropyrrolo[1,2-a]pyrazine-8a(6H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Diethyl 1-(bromoacetyl)-2,2-pyrrolidinedicarboxylate | HCID 59215802 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | ethyl 1,4-dioxo-2-(phenylmethyl)hexahydropyrrolo[1,2-a]pyrazine-8a(6H)-carboxylate | HCID 59215759 | — |
Reaction Steps
To a solution of diethyl 1-(bromoacetyl)-2,2-pyrrolidinedicarboxylate (D64, 950 mg) in acetonitrile (10 mL) at r.t, benzylamine (340 microL) was added. The resulting mixture was stirred at r.t. for 3.5 hours: the formation of a white solid was observed. The suspension was then filtered over a Gooch funnel. The organic filtrate was diluted with ethyl acetate (15 mL) and washed with water (2×10 mL). The organic phase was dried and concentrated in vacuo to a residue which was purified by flash chromatography (Cycl/EtOAc from 50/50 to 35:65) to give the desired compound (200 mg) as colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08097618B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-803ab7ac856941cdbed11fb8e782f600 |
| Source note | uspto-grants-2012_01 |