Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 57441168 | HCID 57441168 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58016729 | HCID 58016729 | 150.7% |
Reaction Steps
A solution of 0.20 g (0.31 mmol) of 4-[5-methyl-6-(4-pyrrolidin-1-yl-piperidine-1-carbonyl)-3-(3-trifluoromethyl-phenyl)-pyridine-2-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester (example 59) in 10 ml of MeOH was treated with 0.39 ml (1.56 mmol) of HCl in dioxane (4 molar) and the reaction mixture was then stirred at RT. After 18 hours, it was evaporated, poured into crashed ice, the pH was adjusted to 8-9 with sodium carbonate solution and the mixture was then extracted twice with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 95:5 to 4:1) to give 0.127 g (75%) of the title compound as light yellow solid. MS: 544.3 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08227613B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-65ff82e53d4643c481882bb794e824ee |
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| Source note | uspto-grants-2012_07 |
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