HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyryl chloride → N-{3-[2,3-Dimethoxy-6-(1-oxo-indan-4-yl)-phenoxymethyl]-oxetan-3-ylmethyl}-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyryl chloride | HCID 8855 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-{3-[2,3-Dimethoxy-6-(1-oxo-indan-4-yl)-phenoxymethyl]-oxetan-3-ylmethyl}-isobutyramide | HCID 54577377 | — |
| Reactant | 4-[2-(3-Aminomethyl-oxetan-3-ylmethoxy)-3,4-dimethoxy-phenyl]-indan-1-one | HCID 67467951 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-{3-[2,3-Dimethoxy-6-(1-oxo-indan-4-yl)-phenoxymethyl]-oxetan-3-ylmethyl}-butyramide | HCID 67465515 | — |
Reaction Steps
To a stirring solution of 4-[2-(3-Aminomethyl-oxetan-3-ylmethoxy)-3,4-dimethoxy-phenyl]-indan-1-one (Compound 191) (150 mg, 0.3916 mmol) in dichloromethane (15 mL), were added diisopropylethylamine (50 mg, 0.390 mmol) and butyryl chloride (41 mg, 0.391 mmol) and the resultant reaction mixture was subjected to the conditions used in the preparation of Compound 193 and purification by column chromatography (silica gel, 0-3% methanol in dichloromethane) afforded the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051290B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-78bcaebe602245449fe3a2ea7d50a69f |
| Source note | uspto-grants-2015_06 |