Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66955906 | HCID 66955906 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 50996967 | HCID 50996967 | 71.4% |
Reaction Steps
Methyl 2-(4-(3-(methoxymethoxy)phenyl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoate (60 mg; 0.143 mmol) was dissolved in methanol (1.5 mL) and 12N hydrochloric acid (10 μL; 0.120 mmol) was added. The mixture was heated at 60° C. for 3 h until the deprotection was finished (monitored by TLC). The mixture was basified with an excess 10N sodium hydroxide solution and stirred in a sealed tube at 80° C. for 18 h. The volatiles were removed under reduced pressure, the residue was dissolved in water and acidified with a 6N hydrochloric acid solution. The precipitate was filtered, washed with water and dried under reduced pressure over phosphorus pentoxide to give 37 mg (71%) of the title compound as a yellowish solid. ESI/APCI(+): 363 (M+H). ESI/APCI(−): 723 (2M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906906B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-fc143a0062df4f64bf1595e456485989 |
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| Source note | uspto-grants-2014_12 |
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