HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzocaine → Ethyl 4-({2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(4-methyltetrahydro-2H-pyran-4-yl)propanoyl}amino)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzocaine | HCID 2337 | — |
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Reactant | HCID 117622903 | HCID 117622903 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 4-({2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(4-methyltetrahydro-2H-pyran-4-yl)propanoyl}amino)benzoate | HCID 117622713 | — |
Reaction Steps
206 mg (478 μmol) of 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(4-methyltetrahydro-2H-pyran-4-yl)propanoic acid (racemate), 79 mg (0.48 mmol) of ethyl 4-aminobenzoate, 6.8 mg (48 μmol) of Oxima and 74 μl (0.48 mmol) of DIC in 4.8 ml of dimethylformamide were reacted according to General Method 5B. Preparative HPLC (acetonitrile/water gradient) gave the title compound. Yield: 70 mg (purity 95%, 24% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434690B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-120d6f3070c24ce88b038c819275a1af |
| Source note | uspto-grants-2016_09 |