Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Chloromethyl)-3-methyloxetane | HCID 79112 | — |
| Reactant | HCID 68452925 | HCID 68452925 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68451363 | HCID 68451363 | 49.1% |
Reaction Steps
A mixture of (1S*,2S*)-2-(3-hydroxyphenyl)-N-((R)-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)cyclopropanecarboxamide (15 mg, 0.039 mmol), 3-(Chloromethyl)-3-methyloxetane (24 mg, 0.197 mmol) and potassium carbonate (27 mg, 0.197 mmol) in DMF (2 mL) was heated at 70° C. with stirring for 15 hours. 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 purified by preparative LC-MS to give 8.9 mg (49% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09101616B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-00f3c2c4fd11444fb0c9af51e0fb26e6 |
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| Source note | uspto-grants-2015_08 |
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