Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 3-(4-Morpholin-4-ylthieno[3,2-d]pyrimidin-2-yl)phenol | HCID 9901372 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58507769 | HCID 58507769 | — |
Reaction Steps
3-(4-morpholinothieno[3,2-d]pyrimidin-2-yl)phenol [synthesized according to Hayakawa et al., Bioorganic & Med. Chem. 14:6847-6858 (2006)] (540 mg, 1.72 mmol, 1.0 eq.) was dissolved in DMF (5 ml). To this imidazole (936 mg, 13.8 mmol, 8.0 eq.) and TBDMSCl (909 mg, 6.02 mmol, 3.5 eq.) were added and the mixture was heated at 70° C. for 3 h. DMF was evaporated under reduced pressure and purification by flash chromatography (hexane:ethyl acetate, gradient from 100%-50% hexane in EtOAc) yielded the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921361B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-5b408368b72c4ed1b5dbe00273071794 |
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| Source note | uspto-grants-2014_12 |
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