HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butylimino-tri(pyrrolidino)phosphorane | HCID 3856267 | — |
| Reactant | 3-cyclopropyl-1H-quinazoline-2,4-dione | HCID 17221449 | — |
| Reactant | HCID 59561810 | HCID 59561810 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester | HCID 69718855 | 80% |
Reaction Steps
To a solution of the 3-cyclopropyl-1H-quinazoline-2,4-dione (148 mg, 0.73 mmol) in DMF (10 mL) was added BTPP (684 mg, 2.19 mmol). After stirring for 20 minutes, [2-chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester; HCl salt (294 mg, 0.73 mmol) was added and the resulting mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue precipitated from water. The title compound was collected by filtration and extensively washed with water and dried in vacuo to yield [2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester as an off-white solid (310 mg, 80%):
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919331B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-416c61d600ae4d5dafd6bb752c73ab04 |
| Source note | uspto-grants-2005_07 |