HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 6-(4-(1H-1,2,4-triazol-1-yl)benzyl)-1-isobutyl-3-methyl-5-phenoxy-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 6-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-chloro-1-isobutyl-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione | HCID 70112816 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-(4-(1H-1,2,4-triazol-1-yl)benzyl)-1-isobutyl-3-methyl-5-phenoxy-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione | HCID 54596178 | 58.6% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
Crude 6-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-chloro-1-isobutyl-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (12 mg, 0.029 mmol), phenol (14 mg, 0.15 mmol) and Cs2CO3 (29 mg, 0.087 mmol) are placed in a microwave vial, and then dioxane (0.25 mL) is added. The vial is sealed and heated in a Biotage microwave instrument at 150° C. for 3 h. The reaction mixture is then purified with a semi-preparative HPLC to give 8.0 mg of product as off-white solid (purity: 97%). MS (ESI) m/z 471.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371327B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-a1e955b5e35d4e1f8ef040c31042d9a3 |
| Source note | uspto-grants-2016_06 |