HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 6-morpholine-4-ylmethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester | HCID 68697546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-morpholine-4-ylmethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester | HCID 68694076 | 16.1% |
Reaction Steps
6-Bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (1.1 g, 2.96 mmol) obtained in Step 5 was dissolved in N,N-dimethyl formamide. Pyridine (264 μl, 3.26 mmol) and morpholine (284 μl, 3.26 mmol) were added thereto, followed by stirring for 2 hrs. Upon the completion of the reaction, the resulting mixture washed successively with saturated ammonium chloride and saline and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 180 mg of the titled compound (yield: 16.1%) in red oil state.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745439B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-3abde345c04a418790cbecc6d4b73253 |
| Source note | uspto-grants-2010_06 |