HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (trans)-1-(5-Chloro-benzofuran-2-yl-carbonyl)-4-(4-fluorobenzyl)-2,5-dimethylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (2S,5R)-1-(4-Fluorobenzyl)-2,5-dimethylpiperazine | HCID 12112118 | — |
| Reactant | 5-Chloro-1-benzofuran-2-carbonyl chloride | HCID 33740764 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (trans)-1-(5-Chloro-benzofuran-2-yl-carbonyl)-4-(4-fluorobenzyl)-2,5-dimethylpiperazine | HCID 59676256 | 82% |
Reaction Steps
To an ice cold solution of (trans)-1-(4-fluorobenzyl)-2,5-dimethylpiperazine (712 mg, 3.2 mmol) and triethylamine (506 mg, 5 mmol) in CH2Cl2 (5 mL) a solution of the 5-chloro-1-benzofuran-2-carbonyl chloride (4.2 mmol) in CH2Cl2 (2 mL) was dropwise added. The reaction mixture was stirred at room temperature over night and washed with 0.5 M aqueous NaOH. The organic layer was dried, concentrated and submitted to flash column chromatography (CHCl3/MeOH; 1:0→10:1) to yield 1.05 g (82%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07339059B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-bf376f6281c3480e9483948f62cd0490 |
| Source note | uspto-grants-2008_03 |