HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 135815317, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 6-Iodoquinazolin-4-one | HCID 135401666 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 135815317 | HCID 135815317 | 39% |
Reaction Steps
6-Iodo-3H-quinazolin-4-one (4.0 gm, 14.7 mmol), 3-diethylborate pyridine (1.72 gm, 11.75), potassium hydroxide (2.63 gm, 46.95 mmol), tetrabutyl ammonium iodide (2.16 gm, 5.87 mmol) and tetrakis[triphenyl-phosphine] palladium (680 mg, 0.586 mmol) were combined in 70 mL of anhydrous THF and refluxed for 24 hours. The reaction was neutralized with 1.83 mL of acetic acid and filtered product off as a black precipitate. The precipitate was washed with water and THF and then chromatographed on silica gel using 1% pyridine/5% MeCH/CH2Cl2. 1.29 gm (39%) of a pale yellow solid product was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06225318B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-816e17165c934a6b903ecc22f364b58c |
| Source note | uspto-grants-2001_05 |