Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67528061 | HCID 67528061 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57931283 | HCID 57931283 | 92.7% |
Reaction Steps
To a 0° C. solution of 3-[(tert-Butoxycarbonyl-{4-[2-(2,6-dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-amino)-methyl]-benzoic acid methyl ester (797 mg, 1.24 mmol) in dioxane (10 mL) is added hydrochloric acid (3.12 mL, 12.40 mmol, 4M in dioxane) dropwise. The reaction is warmed to room temperature and is stirred overnight. The reaction mixture is concentrated under reduced pressure and the residue is partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous layer is extracted with EtOAc and the combined organic layers are washed with brine, dried (MgSO4), filtered, and concentrated under reduced pressure. The residue is chromatographed (SiO2 120 g, 0% to 30% EtOAc/Hex) to yield the title compound (603 mg, 90%). ES/MS m/e (35Cl) 524.0 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07846960B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-76067b0fade1486fbe1f70f5042e6399 |
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| Source note | uspto-grants-2010_12 |
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