HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 7-(4-((4-chlorophenethyl)carbamoyl) phenoxy)-6-cyano-4-methylchroman-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(4-chlorophenethyl)-4-hydroxybenzamide | HCID 60628097 | — |
| Reactant | Methyl 6-cyano-7-fluoro-4-methylchroman-4-carboxylate | HCID 67080420 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Methyl 7-(4-((4-chlorophenethyl)carbamoyl) phenoxy)-6-cyano-4-methylchroman-4-carboxylate | HCID 67080322 | 59.4% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
Methyl 6-cyano-7-fluoro-4-methylchroman-4-carboxylate (10 mg, 0.040 mmol) was diluted with N-methylpyrrolidone (2 mL) followed by the addition of K2CO3 (28 mg, 0.20 mmol) and N-(4-chlorophenethyl)-4-hydroxybenzamide (11 mg, 0.040 mmol). The reaction was bubbled with argon for 10 minutes and then heated at 110° C. and stirred for 5 hours. The reaction was allowed to cool, loaded directly onto a 25 samplet and eluted on the horizon with 5% ethyl acetate/hexanes to 100% ethyl acetate/hexanes to yield the title compound (12 mg, 59% yield). MS (ESI)=504.9 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569522B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-cd5c440f495648db86ab9b379fb2f4f0 |
| Source note | uspto-grants-2013_10 |