Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Isoxazolecarboxylic acid, 3-(2-chlorophenyl)-5-methyl- | HCID 90203 | — |
| Product | HCID 4467695 | HCID 4467695 | 23.6% |
Reaction Steps
To 3-(2-chlorophenyl)-5-methylisoxazol-4-carboxylic acid (25 mg, 0.10 mmol) was added thionyl chloride (1 mL) and the neat solution allowed to stir 60° C. After 30 min, excess thionyl chloride was evaporated and dimethyl amine (40 μL, 0.08 mmol, 2M in tetrahydrofuran) was added and allowed to stir overnight at ambient temperature. The residue was purified using reversed phase HPLC to afford the title compound (5 mg). HRMS (ESI, pos. ion) m/z calcd for C13H13ClN2O2: 264.0666, found 264.0669.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666888B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-0d5037ad7476428a856729169b98b565 |
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| Source note | uspto-grants-2010_02 |
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