HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22674461, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 22674366 | HCID 22674366 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22674461 | HCID 22674461 | 71% |
Reaction Steps
A suspension of 5-bromo-2-thienyl 2-trifluoromethylthieno[3,2-d]pyrimidin-4-ylmethanone (0.2 g, 0.51 mmol) in MeOH (15 mL) was treated with sodium methoxide (0.11 g, 2.04 mmol), refluxed for 1 h, treated with dioxane (0.1 mL) to aid dissolution, refluxed for 18 h, cooled, treated with water (15 mL) and concentrated in vacuo. The resulting aqueous mixture was extracted with EtOAc (2×25 mL), the combined extracts washed with brine (25 mL), dried (MgSO4), concentrated in vacuo and the resulting red oil dissolved in heptane-EtOAc (50:50), filtered through a pad of SiO2, concentrated in vacuo and the resulting solid recrystallised [heptane-EtOAc (19:1)] to give the title compound (0.124 g, 71%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06787541B1 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-52ec405081a44d798f54aa3701e9f48d |
| Source note | uspto-grants-2004_09 |