HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → Methyl 6-(2-amino-3-carbamoylphenylcarbamoyl)nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 5-(Methoxycarbonyl)pyridine-2-carboxylic acid | HCID 314992 | — |
| Reactant | 2,3-Diaminobenzamide | HCID 10487029 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 6-(2-amino-3-carbamoylphenylcarbamoyl)nicotinate | HCID 66759270 | — |
Reaction Steps
A solution of 5-(methoxycarbonyl)picolinic acid (3.33 g, 18.4 mmol) in a mixture of pyridine (20 mL) and N,N-dimethylformamide (35 mL) was treated with 1,1′-carbonyldiimidazole (3.28 g, 20.2 mmol) at 45° C. for 2 hours. After cooling, 2,3-diaminobenzamide (HCl salt) (4.12 g, 18.4 mmol) was added and the mixture stirred at room temperature overnight. The mixture was concentrated and the residue used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067613B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-aa85998bb25d40529f7b57a02a3e4f6e |
| Source note | uspto-grants-2011_11 |