HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(5-Chloro-pyridin-2-yl)-5-isobutyrylamino-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | 3-Amino-5-(5-chloro-pyridin-2-yl)-benzoic acid methyl ester | HCID 57851553 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(5-Chloro-pyridin-2-yl)-5-isobutyrylamino-benzoic acid methyl ester | HCID 57851430 | 67.9% |
Reaction Steps
3-Amino-5-(5-chloro-pyridin-2-yl)-benzoic acid methyl ester (1.5 g, 5.71 mmol, from Preparation 2) and Et3N (2.39 mL, 17.13 mmol) were dissolved in 30 mL methylene chloride, and isobutyryl chloride (72 mL, 6.85 mmol) was added. The reaction mixture was stirred at room temperature for two hours, and then was partitioned between water and methylene chloride. The combined organic layers were dried (MgSO4), filtered and concentrated under reduced pressure to give 1.29 g of 3-(5-chloro-pyridin-2-yl)-5-isobutyrylamino-benzoic acid methyl ester, MS (M+H)=333.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841336B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e3def6ea8e504ec09340212c25928a42 |
| Source note | uspto-grants-2014_09 |