Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86627344 | HCID 86627344 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86627345 | HCID 86627345 | — |
Reaction Steps
To a solution of Compound 255a (752 mg, 2.51 mmol) in CHCl3 (15 mL) was added trifluoroacetic acid (0.967 mL, 12.6 mmol) and the reaction mixture was stirred at 25° C. for 24 h, until the complete conversion of the reagent was observed by LC-MS. Water was added followed by aq. NaOH (2 N) to give alkaline pH. Separation of the organic layer and extraction of the aqueous layer with CH2Cl2, washing with brine and drying over Na2SO4 the combined organic layers, afforded the title compound. The crude was purified by flash chromatography (CHCl3-1.6 M methanolic ammonia 100:5) affording the title product (359 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08518916B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-d1b46ee2f4b6477ea8c8e34d7716cfe3 |
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| Source note | uspto-grants-2013_08 |
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