HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Amino-5-oxazol-5-yl-4-trifluoromethyl-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | 2-Acetylamino-5-formyl-4-trifluoromethyl-benzoic acid methyl ester | HCID 59164423 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Amino-5-oxazol-5-yl-4-trifluoromethyl-benzoic acid methyl ester | HCID 11964601 | 28.5% |
Reaction Steps
2-Acetylamino-5-formyl-4-trifluoromethyl-benzoic acid methyl ester (880 mg, 3.043 mmol) in MeOH (10 mL) was treated with potassium carbonate (463 mg, 3.35 mmol) and toluene-4-sulfonyl methylisocyanide (594 mg, 3.04 mmol) and the mixture was refluxed for 5 h. The reaction mixture was cooled to r.t., concentrated in vacuo and the residue was purified by flash chromatography (100 g silica gel, DCM) to give the title product (248 mg, 28%) as a yellow powder. API-ES: m/z 287.1 [M+H]+, rt 4.40 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012988B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-fbd9e548ecc54ebc85cbf2102e7a3a0b |
| Source note | uspto-grants-2011_09 |