HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (R)-2-[4-({[2-(Benzo[1,3]dioxol-5-yloxy)-pyridine-3-carbonyl]-amino}-methyl)-3-fluoro-phenoxy]-propionimidic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | (R)-2-(benzo[1,3]dioxol-5-yloxy)-N-[4-(1-carbamoyl-ethoxy)-2-fluoro-benzyl]-nicotinamide | HCID 10275871 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Product | (R)-2-[4-({[2-(Benzo[1,3]dioxol-5-yloxy)-pyridine-3-carbonyl]-amino}-methyl)-3-fluoro-phenoxy]-propionimidic acid ethyl ester | HCID 60128055 | 38% |
Reaction Steps
To a stirred solution of (R)-2-(benzo[1,3]dioxol-5-yloxy)-N-[4-(1-carbamoyl-ethoxy)-2-fluoro-benzyl]-nicotinamide (0.4 g, 0.88 mmol) in dichloromethane (20 ml)triethyloxonium tetrafluoroborate (0.17 g, 0.88 mmol) was added. The reaction was stirred at room temperature 16 h. The reaction was adsorbed onto a small amount of silica gel and column chromatography (2% methanol/dichloromethane) afforded 160 mg of the desired product as a colorless oil (38% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07183293B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-bee2e3e1960b49a7b9c07d0ee3267aa8 |
| Source note | uspto-grants-2007_02 |