HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 2,2-dimethyl-6-(pyridin-4-yl)-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 3-Amino-5-(pyridin-4-yl)thiophene-2-carboxamide | HCID 9920852 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,2-dimethyl-6-(pyridin-4-yl)-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one | HCID 66743771 | 190.7% |
Reaction Steps
A mixture of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (150 mg, 0.68 mmol), p-toluenesulfonic acid monohydrate (50 mg) and acetone (10 mL) in toluene (20 mL) was heated to reflux overnight. After removal of the solvent, the residue was purified by column chromatography on silica gel (MeOH: dichloromethane=1:9) to afford the title compound (130 mg, yield 74%) as an orange solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691828B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-a65f3ce853fb4c5b8929be8ff48f5166 |
| Source note | uspto-grants-2014_04 |