Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67128714 | HCID 67128714 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 49838065 | HCID 49838065 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [2-(3-acetyl-pyrazol-1-ylmethyl)-oxazol-4-yl]-(2-cyclopropyl-5-phenyl-thiazole-4-carbonyl)-carbamic acid tert-butyl ester (13 mg, 0.02 mmol) in dry CH2Cl2 (1.0 mL) was treated at 0° C. with trifluoroacetic acid (0.08 mL, 1.00 mmol). After stirring at rt for 16 h, the reaction mixture was quenched with sat. aq. NaHCO3, extracted with CH2Cl2 (3×10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (5:1→3:1 hept:EA) gave the title compound as a white solid. TLC: rf (1:1 hept-EA)=0.34. LC-MS-conditions 02: tR=1.08 min, [M+H]+=433.89.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08674111B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-2b46043d65cb47d096a790847f3bdbad |
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| Source note | uspto-grants-2014_03 |
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