HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 11550771, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | Methyl 1-ethyl-3-formyl-1H-indole-6-carboxylate | HCID 59425156 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11550771 | HCID 11550771 | 23% |
Reaction Steps
1-Ethyl-3-formyl-1H-indole-6-carboxylic acid methyl ester (100 mg, 0.42 mmol), TOSMIC (100 mg, 0.52 mmol), K2CO3 (178 mg, 1.29 mmol), and MeOH (800 μL) were heated at 80° C. overnight. The reaction mixture was then partitioned between H2O and ether. After drying and concentrating the organic phase, the product was purified by silica gel chromatography (EtOAc/CH2Cl2, 10/90) to give methyl 1-ethyl-3-oxazol-5-yl-1H-indole-6-carboxylate (26 mg, 23%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013006B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-4dcb3f1129f447a89eec41371d458b2c |
| Source note | uspto-grants-2011_09 |