Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 86725296 | HCID 86725296 | — |
| Product | HCID 86725297 | HCID 86725297 | 95% |
Reaction Steps
Ethyl 5-{2-amino-5-[(trimethylsilyl)ethynyl]pyrimidin-4-yl}-2-(5-chloro-2-methylphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrole-3-carboxylate (466 mg, 0.8 mmol) was treated with a 1.5 M solution of potassium hydroxide in 95% EtOH (5.33 mL, 8 mmol) and stirred at 50° C. overnight. After cooling, the residue was concentrated, dissolved in water and washed with DCM. The aqueous layer was acidified until pH<1 with the addition of 2 N HCl and extracted with EtOAc (3×). The combined organic layers were dried over Na2SO4 and the solvent evaporated under vacuum to obtain the title compound as an orange oil (367 mg, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912200B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-ebf6fc6c55364864927e020fdc38f018 |
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| Source note | uspto-grants-2014_12 |
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