Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Benzoic acid, 3-amino-, methyl ester | HCID 78274 | — |
| Reactant | HCID 9829465 | HCID 9829465 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 9917983 | HCID 9917983 | 88% |
Reaction Steps
The compound of Example 50 (1 eq) was weighed into a flask and to this was added EDCI (3 eq), DMAP (1.2 eq), methyl 3-aminobenzoate (1.2 eq) followed by anhydrous THF (0.04M) and the reaction mixture was then stirred at 25° C. for 2 d. Worked up with ethyl acetate/water followed by washing the organic layer with 1N HCl, saturated bicarbonate and brine. Recrystallization from ethyl acetate/hexane afforded the desired product in 88% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06828344B1 |
|---|
| Source dataset | uspto-grants-2004_12 |
|---|
| ORD ID | ord-5fbfbc98c6ef4db09e4fd7fa5ad45b31 |
|---|
| Source note | uspto-grants-2004_12 |
|---|
