Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67314428 | HCID 67314428 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67314334 | HCID 67314334 | 75% |
Reaction Steps
A solution of 3-aminomethyl-5-cyclopropyl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester (46 mg, 0.12 mmol) and iPr2NEt (0.06 ml, 0.37 mmol) in 0.5 ml THF under ice cooling was treated with acetylchloride (0.011 ml, 0.15 mmol). The yellow suspension was stirred 2 h at 0° C., then diluted with EtOAc and washed with water and brine. The aqueous phases were extracted with EtOAc. The organic layers were dried over magnesium sulfate, evaporated and chromatographed (amino-phase silica gel, EtOAc) to give the title compound as a yellow oil (37 mg, 72%). MS: 412.3 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977358B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-6bfecf4108ea417e829644b67f1bb280 |
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| Source note | uspto-grants-2011_07 |
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