HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86674812, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-(trifluoromethyl)pyrimidine | HCID 13317019 | — |
| Reactant | HCID 178452471 | HCID 178452471 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86674812 | HCID 86674812 | 24% |
Reaction Steps
(S)-tert-Butyl 2-(4-(1H-pyrazole-3-carboxamido)phenyl)morpholine-4-carboxylate (33 mg, 0.089 mmol) and 2-chloro-5-(trifluoromethyl)pyrimidine (16.2 mg, 0.089 mmol) were dissolved in DMSO (0.7 ml) and potassium carbonate (24.5 mg, 0.177 mmol) was added. The reaction mixture was placed on a Büchi shaker for 20 hours at 120° C. After cooling the mixture, water was added followed by extraction with ethyl acetate twice. The combined organic layers were dried over MgSO4 and evaporated. The crude material was purified by flash chromatography (silica gel, 5 g, 25% to 50% EtOAc in heptane) to yield an off-white solid (11 mg, 24%). MS (ISP): 463.1 (100%, [M−tBu+H]+), 519.3 (10%, [M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073911B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-39d214e8b1be43d699695e74340e0e74 |
| Source note | uspto-grants-2015_07 |