Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Chloroethyl Cyclohexyl Carbonate | HCID 11229529 | — |
| Reactant | HCID 67152535 | HCID 67152535 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58281264 | HCID 58281264 | 59.3% |
Reaction Steps
A suspension of {1-[1-(4-bromo-2,6-dimethyl-phenyl)-3,6-dimethyl-1H-pyrrolo[2,3-b]pyridin-4-yl]-piperidin-4-yl}-acetic acid hydrochloride (300 mg), 1-chloroethyl cyclohexyl carbonate (293 mg), potassium carbonate (196 mg) and NaI (213 mg) in DMF (3 mL) was heated at 60° C. for 3 hours. After cooling to room temperature, water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with brine and concentrated under reduced pressure. The residue was purified with column chromatography (silica gel: Wako gel C200, eluent: hexane:ethyl acetate=4/1) to obtain the title compound (225 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07951811B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-659fd88321374b7ba7e3d967670a7539 |
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| Source note | uspto-grants-2011_05 |
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