HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyryl chloride → (+/-)-cis 1-Hydroxy-6-methoxy-3,3,14-trimethyl-7-oxo-2,3,7,14-tetrahydro-1H-benzo[b]chromeno[6,5-g][1,8]naphthyridin-2-yl butyrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyryl chloride | HCID 8855 | — |
| Reactant | (+/-)-cis-1,2-Dihydroxy-6-methoxy-3,3,14-trimethyl-1,2,3,14-tetrahydro-7h-benzo[b]chromeno[6,5-g][1,8]naphthyridin-7-one | HCID 11327222 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | (+/-)-cis 1-Hydroxy-6-methoxy-3,3,14-trimethyl-7-oxo-2,3,7,14-tetrahydro-1H-benzo[b]chromeno[6,5-g][1,8]naphthyridin-2-yl butyrate | HCID 131728189 | — |
Reaction Steps
Add 2 equivalents of butyryl chloride to a solution of 0.74 mmol of the compound of Example 3 in 7 ml of anhydrous pyridine in the presence of 4-dimethylaminopyridine. Stir at ambient temperature for 72 hours and then add 5 equivalents of butyryl chloride and stir again for 72 hours and then evaporate to dryness. Chromatography on silica gel allows the expected product to be isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741325B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-09a4b8c957f247f2a2cb894d7487383f |
| Source note | uspto-grants-2010_06 |