HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(6-Nitro-1-oxo-indan-5-yl)-3-cyclopentyl-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-Cyclopentylpropionyl chloride | HCID 66039 | — |
| Reactant | 5-Amino-6-nitro-1-indanone | HCID 15084116 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | N-(6-Nitro-1-oxo-indan-5-yl)-3-cyclopentyl-propionamide | HCID 59745250 | 83% |
Reaction Steps
Pyridine (0.1 g, 1.3 mmol) was added to a suspension of 5-amino-6-nitro-indan-1-one (0.19 g, 1 mmol) in 15 ml of anhydrous dichloroethane followed by the addition of 3-cyclopentylpropionyl chloride (0.193 mg, 1.2 mmol) at room temperature under argon. The mixture was stirred at room temperature for 24 hours. The solvent was removed under reduced pressure and the residue was purified by column (hexane/EtOAc, 5:1) to give a yellow solid (0.26 g, 83%). 1H-NMR (DMSO-d6): δ 10.47 (s, 1H, NH, exchangeable with D2O), 8.06 (s, 1H), 7.87 (s, 1H), 3.15 (m, 2H), 2.69 (m, 2H), 2.38 (t, 2H, J=7.8Hz), 1.74 (m, 2H), 1.59-1.46 (m, 7H), 1.08 (m, 2H). MS: 317 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338487B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-5b2e91ef23994068ba4fe0e8211635db |
| Source note | uspto-grants-2012_12 |