HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trichloroacetyl chloride → 1-(3-Methoxy-benzyl)-1H-imidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trichloroacetyl chloride | HCID 6420 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(Propan-2-yl)piperidin-4-amine | HCID 3163333 | — |
| Reactant | 1-(3-methoxy-benzyl)-1H-imidazole | HCID 12229391 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(3-Methoxy-benzyl)-1H-imidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide | HCID 10405994 | — |
Reaction Steps
To a solution of 1-(3-methoxy-benzyl)-1H-imidazole (100 mg) and NEt3 (147 μL) in DCM (5 mL) was added trichloroacetyl chloride (106 μL) dropwise. The mixture was stirred for 2 h at RT. More NEt3 (147 μL) and 1-isopropyl-piperidin-4-ylamine (76 mg) were added and stirring was continued for 1 h at RT. The mixture was quenched by the addition of MeOH, concentrated and the residue was purified by preparative HPLC. The fractions containing the product were evaporated to provide 30 mg of the title compound as its trifluoroacetate salt. MS (ESI+): m/e=357.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07358268B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-2176587afdc241b88c9ae1bfea7a4413 |
| Source note | uspto-grants-2008_04 |