HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Chlorocarbonyl-3-fluoro-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2-Fluoro-4-(methoxycarbonyl)benzoic acid | HCID 59295093 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Chlorocarbonyl-3-fluoro-benzoic acid methyl ester | HCID 86731001 | — |
Reaction Steps
2-Fluoro-terephthalic acid 4-methyl ester (J. Med. Chem., 52(19), 5950-5966; 2009) (500 mg, 2.25 mmol) was suspended in DCM (10 ml). Then oxalyl chloride (5.08 ml, 58.0 mmol) and a drop of DMF were added. The resulting mixture was refluxed for 14 hrs. The solvents were removed in vacuo, and the resulting crude Intermediate 33 was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233111B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-96fa0fbf51974fbc95273a4c266cfbfe |
| Source note | uspto-grants-2016_01 |