HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58318876, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Pyrimidin-5-ol | HCID 565855 | — |
| Reactant | 3,5-Difluorobenzonitrile | HCID 587204 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58318876 | HCID 58318876 | 48.5% |
Reaction Steps
3,5-Difluorobenzonitrile (1.0 g, 7.2 mmol, 1.0 eq), 5-hydroxypyrimidine (691 mg, 7.19 mmol, 1.00 eq), K2CO3 (1.2 g, 8.7 mmol, 1.2 eq) and DMF (17 mL) were added to a microwave vial and microwaved at 150° C. for 15 minutes. The reaction was filtered and concentrated on silica gel (5 g). The silica gel was loaded on top a fresh bed of silica gel and washed with 50% ethyl acetate/hexane. The solvents were removed in vacuo and the crude mixture was purified by flash chromatography on silica gel afforded 750 mg (48%) of the title compound as a white solid: 1H NMR (400 MHz, CDCl3) δ 9.08 (s, 1H), 8.75 (s, 2H), 7.71 (ddd, J=8.4, 2.2, 1.2 Hz, 1H), 7.62-7.61 (m, 1H), 7.56 (dt, J=10.0, 2.3 Hz, 1H); [M+1]+: 216.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796295B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-f351e082815047f1b63a98d0e871386e |
| Source note | uspto-grants-2014_08 |