HuagongsheHuagongshe Chemistry Print Report · For research reference only
Heptanoic acid, 7-oxo-, ethyl ester → Ethyl 7-(7-ethyl-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Heptanoic acid, 7-oxo-, ethyl ester | HCID 77609 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 7-Ethyl-2,3-di-p-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazine | HCID 89689853 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | Ethyl 7-(7-ethyl-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoate | HCID 89690091 | — |
Reaction Steps
To a mixture comprising 7-ethyl-2,3-di-p-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazine (Intermediate D)(0.1 g, 0.291 mmol) in 1,2-dichloroethane (2 ml) was added molecular sieves followed by ethyl 7-oxoheptanoate (0.15 g, 0.874 mmol). The mixture was stirred for 10 minutes and treated with NaBH(OAc)3. After stirring at RT overnight, the reaction mixture was passed through Celite® (filter material) and partitioned between EtOAc and water. The organic layer was washed with saturated brine solution, dried over anhydrous sodium sulphate and concentrated under vacuum to afford the titled compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115129B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-9f14594abc6e41709e4f794d4f3aab49 |
| Source note | uspto-grants-2015_08 |