HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(Benzyloxy)pentanoyl chloride → N-{3-[2-(Acetylamino)ethyl]-4-hydroxy-2,3-dihydro-1H-inden-5-yl}-5-(benzyloxy)pentanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(Benzyloxy)pentanoyl chloride | HCID 10263120 | — |
| Reactant | N-[2-(6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-yl)ethyl]acetamide Hydrochloride | HCID 67354374 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-{3-[2-(Acetylamino)ethyl]-4-hydroxy-2,3-dihydro-1H-inden-5-yl}-5-(benzyloxy)pentanamide | HCID 57781205 | 41.2% |
Reaction Steps
N-[2-(6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-yl)ethyl]acetamide hydrochloride (162 mg, 0.600 mmol) was dissolved in pyridine (10 mL), 5-(benzyloxy)pentanoyl chloride (150 mg, 0.662 mmol) was added under ice-cooling, and the mixture was stirred for 15 min. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=80/20→100/0) to give the title compound (105 mg, yield 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895591B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-b303f78acc4d4e22a9f938b9b8c81eea |
| Source note | uspto-grants-2014_11 |