Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66751337 | HCID 66751337 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178463763 | HCID 178463763 | — |
Reaction Steps
To remove the dimethylaminosulfonyl protecting group 4-{[ethyl-(2-phenoxy-pyrimidin-4-yl)-amino]-methyl}-imidazole-1-sulfonic acid dimethylamide (65 mg, 0.16 mmol) was dissolved in hydrochloric acid in ethanol (5 N, 1 ml) and the mixture was stirred at 100° C. for 2 hours. For workup aqueous sodium hydroxide solution (0.5 ml, 1 N) was added to basic pH and the mixture was extracted three times with dichloromethane. The combined organic layers were dried over magnesium sulfate and evaporated. The residue was purified by flash chromatography (SiO2; ethyl acetate/methanol=95:5) to yield a white solid, (0.022 g, 46%); MS (ISP): 296.3 ((M+H)+.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08586617B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-4a4c843c01e64a2fad1fdff7dd598241 |
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| Source note | uspto-grants-2013_11 |
|---|