HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 86664392, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2-Amino-6-bromopyridine | HCID 300809 | — |
| Reactant | 4-(6-Cyano-4-(methoxycarbonyl)-chroman-7-yloxy)benzoic acid | HCID 46221108 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86664392 | HCID 86664392 | 65.3% |
Reaction Steps
To a solution of 4-(6-cyano-4-(methoxycarbonyl)chroman-7-yloxy)benzoic acid (1.00 g, 2.83 mmol) and a drop of DMF in DCE (10 ml) was added oxalyl chloride in dichloromethane (2M) (1.55 mL, 3.11 mmol). After stirring for 1 hour, 6-bromopyridin-2-amine (0.489 g, 2.83 mmol) and triethylamine (0.788 mL, 5.66 mmol) were added. After stirring overnight, the reaction was loaded onto silica gel and the product eluted to provide the desired product (0.939 g, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785445B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-6b80ad61fa3447d8949605515dbbec5a |
| Source note | uspto-grants-2014_07 |