Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 2,2,2-trifluoro-1-(1H-indazol-5-yl)-1-(1-methyl-1H-indol-3-yl)ethanol | HCID 59437224 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 59437250 | HCID 59437250 | 23.8% |
Reaction Steps
To a solution of carbonyldiimidazole (0.282 mmol) in 1 mL pyridine was added ethylamine (0.282 mmol; 2.0 M in THF) dropwise. The mixture was stirred 5 hours and then 2,2,2-trifluoro-1-(1H-indazol-5-yl)-1-(1-methyl-1H-indol-3-yl)ethanol (0.189 mmol) was added. The mixture was heated at 100° C. for 16 hours in a sealed tube. Removal of the volatiles provided a residue which was purified by flash silica gel chromatography using 33% ethyl acetate in hexanes. The product-rich fractions were concentrated in vacuo to afford the title compound (0.045 mmol), m.p. 162° C.-164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08658637B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-c049ed2aea564a1cb1a54dfb963b1160 |
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| Source note | uspto-grants-2014_02 |
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