HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-[1-(3,4-Dichloro-benzyl)-azetidin-3-ylmethyl]-2-(4-methoxy-benzenesulfonylamino)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | 2-Amino-N-[1-(3,4-dichloro-benzyl)-azetidin-3-ylmethyl]-acetamide | HCID 68714368 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | N-[1-(3,4-Dichloro-benzyl)-azetidin-3-ylmethyl]-2-(4-methoxy-benzenesulfonylamino)-acetamide | HCID 11655799 | — |
Reaction Steps
A solution of 2-Amino-N-[1-(3,4-dichloro-benzyl)-azetidin-3-ylmethyl]-acetamide (1 M equivalent) in dimethylformamide is treated with a solution triethylamine (3 M equivalents) followed by a solution of the sulphonyl chloride (1.5 M equivalents) in dimethylformamide and left at ambient temperature overnight. The reaction mixture is diluted with chloroform/methanol 50:50 and applied to a SCX-3 1 g cartridge. The cartridge is washed with chloroform methanol 50:50, and the compound eluted with a solution of 10% ammonia in methanol. The solvent is evaporated to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691841B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-5546d9559b9342198e53d8a8397a0c75 |
| Source note | uspto-grants-2010_04 |