HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-Fluoro-5-isobutyrylamino-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | 5-Amino-2-fluoro-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester | HCID 66664315 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Fluoro-5-isobutyrylamino-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester | HCID 66664233 | 109.9% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
5-Amino-2-fluoro-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester (560 mg, 1.9 mmol) was dissolved in 20 mL methylene chloride, and the mixture was cooled to 0° C. Isobutyryl chloride (221 mg, 2.1 mmol) and triethylamine (575 mg, 5.7 mmol) were added, and the mixture was stirred at 0° C. for 30 minutes. The reaction mixture was washed with saturated aqueous NaHCO3 and brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give 690 mg (99%) of 2-fluoro-5-isobutyrylamino-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048905B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-8e24c4bbb3ca483bbc7d2e0e068864ca |
| Source note | uspto-grants-2011_11 |