HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67289520, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | HCID 68452306 | HCID 68452306 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67289520 | HCID 67289520 | 70.3% |
Reaction Steps
A mixture of tert-butyl 2-bromoacetate (0.063 ml, 0.434 mmol), potassium carbonate (109 mg, 0.789 mmol) and (1S*,2S*)-2-(4-hydroxyphenyl)-N-((R)-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)cyclopropanecarboxamide (150 mg, 0.394 mmol) in dichloromethane (4 ml) was refluxed with stirring for 3 hours. After cooling to room temperature, the mixture was poured into water, and the aqueous layer was extracted with ethyl acetate, dried over magnesium sulfate and concentrated in vacuo. The residue was recrystallized from tetrahydrofuran/hexane. To give 137 mg (70% yield) of title compound as a white crystal:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09101616B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-730e4c9d6dce449d8560c126f40071e2 |
| Source note | uspto-grants-2015_08 |