HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → N-[6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)thieno[2,3-d]pyrimidin-4-yl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-(1-methyl-4-phenyl-1H-imidazol-5-yl)thieno[2,3-d]pyrimidin-4-amine | HCID 10470475 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)thieno[2,3-d]pyrimidin-4-yl]acetamide | HCID 10450481 | 76% |
Reaction Steps
6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)thieno[2,3-d]pyrimidine-4-amine (Example 8) (29 mg), DMA (2 mL), DIPEA (0.05 mL) and acetic anhydride (0.01 mL) were heated at 82° C. for 1 day. The reaction mixture was cooled to ambient temperature, water (2 mL) added and then preparative RPHPLC (eluting with a gradient of MeCN and water containing 0.1% TFA) afforded the title compound as a colourless solid (25 mg, 76%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07427616B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-706dc7a9d23b429c8f5e056bdd834f38 |
| Source note | uspto-grants-2008_09 |