HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-[(4-Chloro-benzyl)-(2-methyl-2H-pyrazole-3-sulfonyl)-amino]-N-isopropyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Methyl-1H-pyrazole-5-sulfonyl chloride | HCID 22472621 | — |
| Reactant | HCID 43693912 | HCID 43693912 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[(4-Chloro-benzyl)-(2-methyl-2H-pyrazole-3-sulfonyl)-amino]-N-isopropyl-benzamide | HCID 46182551 | 20.1% |
Reaction Steps
3-(4-Chloro-benzylamino)-N-isopropyl-benzamide (30 mg, 0.1 mmol), diisopropylethylamine (35 μL, 0.2 mmol) and 1-methyl-1H-pyrazole-5-sulfonyl chloride (36 mg, 0.2 mmol) were stirred in dry dichloromethane (2 ml) at room temperature for 72 hrs. The reaction was diluted with dichloromethane ml) and water (5 ml) with stirring. The organics were collected, dried (PTFE frit) and concentrated in vacuo. The residue was purified by preparative TLC (10% ethyl acetate/dichloromethane) to yield the product as an off-white solid (9 mg). HPLC retention time 8.04 min. Mass spectrum (ES+) m/z 447 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447033B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-16302cba723448dc8d70b425b60aca42 |
| Source note | uspto-grants-2016_09 |