HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 68831358, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 4-Cyanobenzoic acid | HCID 12087 | — |
| Reactant | HCID 68836373 | HCID 68836373 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68831358 | HCID 68831358 | — |
Reaction Steps
70 mg (0.23 mmol) of 1-t-butoxycarbonyl-(2R)-2-[(3-cyanophenoxy)methyl]pyrrolidine was dissolved in a dioxane solution containing 4 N hydrogen chloride and then stirred at room temperature for 3 hours. The solvent was distilled off to obtain the crude de-t-butoxycarbonyl product. 38 mg (0.25 mmol) of 4-cyano-benzoic acid was dissolved in 3 ml of dimethylformamide, and 100 mg (1 mmol) of N-methyl morpholine and 25 mg (0.23 mmol) of ethyl chloroformate were added thereto and stirred at 0° C. for 5 minutes, and the crude de-t-butoxycarbonyl product was added thereto and stirred at room temperature for 2 hours. The reaction solution was treated in an ordinary manner with ethyl acetate as the extractant to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396844B1 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-2f8d50f1e2114c29942f1c9c1c61847d |
| Source note | uspto-grants-2008_07 |