HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → HCID 71114832, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 71114808 | HCID 71114808 | — |
| Reactant | HCID 71114816 | HCID 71114816 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71114832 | HCID 71114832 | 60% |
Reaction Steps
2-Fluoro-4-(1-tetrahydropyran-2-yl-6,7-dihydroindazol-4-yl)benzonitrile and 2-fluoro-4-(2-tetrahydropyran-2-yl-6,7-dihydroindazol-4-yl)benzonitrile (0.23 g, 0.71 mmol) and H2SO4 (0.08 mL, 1.43 mmol) are added to CH3CN (5.0 mL) and the solution is stirred at room temperature for 6.0 hours. Aqueous Na2CO3 is added to basify the reaction, which is then diluted with ethyl acetate, the layers separated, and the aqueous back extracted with ethyl acetate (3×). The organics are combined, dried over Na2SO4, filtered, and concentrated to dryness. The residue is purified by silica gel flash chromatography eluting with 99:1 CH2Cl2/MeOH to give the title compound (0.102 g, 60%). ES/MS m/z 240 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778984B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-d88213badabc48f9963df36fd2bd6447 |
| Source note | uspto-grants-2014_07 |