HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → t-Butyl 2-methoxy-6-(2-oxopyrrolidin-1-yl)pyridine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | t-Butyl 2-(4-bromobutyramido)-6-methoxypyridine-4-carboxylate | HCID 22253030 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | t-Butyl 2-methoxy-6-(2-oxopyrrolidin-1-yl)pyridine-4-carboxylate | HCID 22252983 | 74.7% |
Reaction Steps
t-Butyl 2-(4-bromobutyramido)-6-methoxypyridine-4-carboxylate (D56) (0.47 g) was dissolved in dioxan and treated with DBU (0.31 mL; 1 eq.). After stirring for 0.5 h, further DBU (0.31 mL; 1 eq.) was added. Stirring was continued for 2 h and the mixture was poured into citric acid solution (10% aq.) and extracted twice with ethyl acetate. The combined extracts were washed with aq. bicarbonate, water and brine, dried (MgSO4) and evaporated, giving the title compound (D57) as a beige solid (0.275 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06992103B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-c5770a83eb4146ecabe8c1a63dddbe2a |
| Source note | uspto-grants-2006_01 |