Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 68664989 | HCID 68664989 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 68665434 | HCID 68665434 | 48.4% |
Reaction Steps
To a stirred solution of phosphoric acid dibenzyl ester 3-{7-trifluoromethyl-1-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-imidazo[1,2-a]quinoxalin-4-ylamino}-propyl ester (966 mg; 1.26 mmol; 1.0 eq) in absolute ethanol (7 mL) at 0° C., is added a 4N solution of hydrogen chloride in isopropanol (3.5 mL). The solution is stirred for 5 minutes at 0° C., warmed-up to room temperature and stirred for two additional hours. The reaction mixture is basified with an aqueous solution saturated with sodium hydrogenocarbonate (35 mL). The aqueous layer is extracted three times with ethyl acetate (3×40 mL). The combined organic phases are dried over sodium sulphate, filtered and concentrated under vacuum. Purification by two successive silica gel chromatography (elution with ethyl acetate) afforded the title compound (392 mg; 0.61 mmol; 48%) as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513250B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-e691d92b202641d0be39e0133a81c714 |
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| Source note | uspto-grants-2013_08 |
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