HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → 4-(3-{[3-(2-Tert-butoxy-2-oxoethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-7-yl]carbonyl}-2-methylindolizin-1-yl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | Benzyl 4-(3-{[3-(2-tert-butoxy-2-oxoethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-7-yl]carbonyl}-2-methylindolizin-1-yl)benzoate | HCID 89657670 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Diisopropyl Ether | HCID 7914 | — |
| Product | 4-(3-{[3-(2-Tert-butoxy-2-oxoethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-7-yl]carbonyl}-2-methylindolizin-1-yl)benzoic acid | HCID 117776301 | 85.3% |
Reaction Steps
Palladium on carbon (10% active, 0.2 g) and benzyl 4-(3-{[3-(2-tert-butoxy-2-oxoethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-7-yl]carbonyl}-2-methylindolizin-1-yl)benzoate (1 g, 1.55 mmol) are added, under nitrogen, to ammonium formate (0.97 g, 15.54 mmol) in solution in 15 mL of DMF. The reaction mixture is stirred for 3 h at ambient temperature and filtered through Celite, and the filtrate is concentrated to dryness. The solid obtained is taken up in diisopropyl ether. After filtration and drying under vacuum, 732 mg (yield: 85%) of a green solid are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206177B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-237ed4316b4d4650908423d2564a8ac4 |
| Source note | uspto-grants-2015_12 |