Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 86718184 | HCID 86718184 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 86718239 | HCID 86718239 | — |
Reaction Steps
890 mg of methyl N-({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)-D-norleucinate Example 19 (2 mmol, 1 equivalent) were dissolved in 16 ml of THF/methanol (1:1), 10 ml of 1 N aqueous lithium hydroxide solution (10 mmol, 5 equivalents) were added and the mixture was stirred at 45° C. for 2 h. With ice cooling, the mixture was then adjusted to pH 5-6 using 6 N aqueous hydrochloric acid, and the organic solvent was removed under reduced pressure. A little water was added to the residue, and the mixture was extracted repeatedly with dichloromethane/methanol=100:5. The combined organic phases were dried over magnesium sulphate, filtered and concentrated. The residue obtained was dried under high vacuum. This gave 844 mg (95% of theory; purity: 98%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796305B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-72916db1201c40f682a151c09522d366 |
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| Source note | uspto-grants-2014_08 |
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