HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[7-(3-Fluoro-benzyloxy)-4-oxo-4H-quinazolin-3-yl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Fluorobenzylic alcohol | HCID 68008 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 7-Fluoroquinazolin-4(3H)-one | HCID 135398496 | — |
| Reactant | 7-(3-Fluoro-benzyloxy)-3H-quinazolin-4-one | HCID 135752716 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[7-(3-Fluoro-benzyloxy)-4-oxo-4H-quinazolin-3-yl]-acetamide | HCID 9862180 | 61% |
Reaction Steps
7-(3-Fluoro-benzyloxy)-3H-quinazolin-4-one: Sodium (1.8 g, 78.6 mmol) was added portionwise to 3-fluorobenzyl alcohol and the resulting mixture heated at 80–90° C. for 4 h under Argon. The resulting suspension was cooled to rt and 7-fluoro-3H-quinazolin-4-one (3.2 g, 19.5 mmol) was added and the resulting mixture heated at 130–140° C. for 14 h. The solid formed was then dissolved with water (400 mL) and the mixture acidified to pH 3–4 with HCl (4 N). The resulting precipitate was then filtered off, washed with water (100 mL) and diethylether (100 mL). Recrystallisation from tetrahydrofuran: ethylacetate (1:1) afforded the title compound (3.2 g, 61%) as white crystals. MS: m/e=271.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07087612B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-af083bdcb1c9493f8949656570ce9951 |
| Source note | uspto-grants-2006_08 |