HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-[(4-Chloro-benzyl)-(1-methyl-1H-pyrazole-3-sulfonyl)-amino]-benzoic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-Methyl-1H-pyrazole-3-sulfonyl chloride | HCID 13474466 | — |
| Reactant | 3-(4-Chloro-benzylamino)-benzoic acid tert-butyl ester | HCID 67309466 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[(4-Chloro-benzyl)-(1-methyl-1H-pyrazole-3-sulfonyl)-amino]-benzoic acid tert-butyl ester | HCID 67319578 | 9.6% |
Reaction Steps
A solution of 3-(4-chloro-benzylamino)-benzoic acid tert-butyl ester (1 g, 0.03 mol), (1-Methyl-1H-Pyrazole-3-sulfonyl chloride (1.13 g, 0.06 mol) and pyridine (0.5 ml, 0.06 mol) in dichloromethane (40 ml) were refluxed for 48 hrs. On cooling, water (50 ml) was added with stirring, the organic layer was separated, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate/dichloromethane 0% to 10% v/v) to afford the title compound as a clear oil (1.33 g). Mass spectrum (ES+) m/z 49 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447033B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-59969923f69d4666a2dca078e795ae33 |
| Source note | uspto-grants-2016_09 |