HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → {1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-pyrido[3,4-d]pyrimidin-3-yl}-acetic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-N-(5-chloro-2,4-dimethoxy-phenyl)-acetamide | HCID 63679077 | — |
| Reactant | (2,4-Dioxo-1,4-dihydro-2H-pyrido[3,4-d]pyrimidin-3-yl)-acetic acid tert-butyl ester | HCID 68591379 | — |
| Solvent | Water | HCID 962 | — |
| Product | {1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-pyrido[3,4-d]pyrimidin-3-yl}-acetic acid tert-butyl ester | HCID 68591872 | — |
Reaction Steps
A 25 ml round bottomed flask is charged with (2,4-dioxo-1,4-dihydro-2H-pyrido[3,4-d]pyrimidin-3-yl)-acetic acid tert-butyl ester (23.9 mg, 0.086 mmol), 2-bromo-N-(5-chloro-2,4-dimethoxy-phenyl)-acetamide (30.5 mg, 0.095 mmol) and Cs2CO3 (84.6 mg, 0.172 mmol). The mixture is treated with DMF (2 ml) and the solution stirred at RT overnight. Water is added to the mixture giving rise to a solid. This is filtered, dried, and purified via flash column chromatography, eluting with iso-hexane:EtOAc to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633211B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-86b9e5bb47794d96a5ab3ae24bcefe4b |
| Source note | uspto-grants-2014_01 |