HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl malonate → dimethyl 2-((4-chlorothiazol-2-yl)(5-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-7-yl)methyl)malonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl malonate | HCID 7943 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | 7-((4-Chlorothiazol-2-yl)(hydroxy)methyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione | HCID 86723495 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | dimethyl 2-((4-chlorothiazol-2-yl)(5-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-7-yl)methyl)malonate | HCID 86723505 | — |
Reaction Steps
NaHMDS solution (1M in THF, 7.13 mL, 7.13 mmol) was added slowly to a mixture of 7-((4-chlorothiazol-2-yl) (hydroxy)methyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (Example 27, step 1) (1 g, 2.376 mmol), dimethyl malonate (0.819 mL, 7.13 mmol) and boron trifluoride THF complex (0.236 mL, 2.139 mmol) in THF (30 mL).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359381B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-d61e9b43ea894300aad16e29509d784f |
| Source note | uspto-grants-2016_06 |