HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 89689894, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Heptanoic acid, 7-oxo-, ethyl ester | HCID 77609 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 89689897 | HCID 89689897 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 89689894 | HCID 89689894 | — |
Reaction Steps
To a solution of 8-methyl-2,3-di-p-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazin-8-ol (Intermediate G) (290 mg, 0.840 mmol) in DCE (10 ml) was added ethyl 7-oxoheptanoate (434 mg, 2.52 mmol) followed by sodium triacetoxyborohydride (534 mg, 2.52 mmol). The reaction mixture was left to stir overnight at room temperature under an atmosphere of nitrogen and then water was added (20 ml). The product was extracted with EtOAc (2×20 ml) and the combined organic extracts were dried over MgSO4, filtered and concentrated under reduced pressure to give a crude brown oil. Purification of the crude product by C18 reverse phase chromatography eluting with water/acetonitrile afforded the title compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115129B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-616552303cfc41139160a5fe29f98de9 |
| Source note | uspto-grants-2015_08 |