HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 67296164, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chloroacetonitrile | HCID 7856 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 59617435 | HCID 59617435 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67296164 | HCID 67296164 | 68.7% |
Reaction Steps
Under a nitrogen stream, N,N-dimethylformamide (3 mL) and chloroacetonitrile (0.11 mL, 1.8 mmol) were added to 4-[(1R,3S)-3-{[(1R)-1-(naphthalen-1-yl)ethyl]amino}cyclopentyl]phenol (500 mg, 1.5 mmol) obtained in Example 10 (Step 3) and potassium carbonate (250 mg, 1.8 mmol), and the mixture was stirred for 5 days at room temperature. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extracted solution was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue obtained was purified by column chromatography (NH silica; ethyl acetate/hexane:20/80-50/50) to give the title compound (382 mg, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133140B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-f25738b0158e45a28da3f7dfab8491d5 |
| Source note | uspto-grants-2015_09 |