HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Acetate → 3-Benzyl-7-chloro-2-[2-methyl-1-(2-phenyl-imidazol-1-yl)-propyl]-3H-quinazolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | N-[1-(3-Benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propyl]-N-(2,2-dimethoxy-ethyl)-benzamide | HCID 21097051 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 3-Benzyl-7-chloro-2-[2-methyl-1-(2-phenyl-imidazol-1-yl)-propyl]-3H-quinazolin-4-one | HCID 9890819 | 23% |
Reaction Steps
A solution of N-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propyl]-N-(2,2-dimethoxy-ethyl)-benzamide (288 mg, 0.539 mmol) and ammonium acetate (374 mg, 4.85 mmol) in acetic acid (4.0 mL) was refluxed for 2.0 h. The reaction was concentrated in vacuo and the residue was dissolved in ethyl acetate and washed sequentially with saturated sodium carbonate, water, and brine. The organic layer was dried (Na2SO4), concentrated in vacuo, and recrystallized from ethanol to give the title compound as tan crystals (57.1 mg, 23%). MS(ES+) m/e 469 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528137B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-1ad5568431fe40ea927d5be975ab59fa |
| Source note | uspto-grants-2009_05 |