HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-[1-(Cyanomethyl-carbamoyl)-cyclohexyl]-4-(4-methyl-piperazin-1-yl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1-Amino-cyclohexanecarboxylic acid cyanomethyl amide | HCID 11194684 | — |
| Product | N-[1-(Cyanomethyl-carbamoyl)-cyclohexyl]-4-(4-methyl-piperazin-1-yl)-benzamide | HCID 10199981 | — |
Reaction Steps
1-Amino-cyclohexanecarboxylic acid cyanomethyl-amide (1.38 mmol) 4-(4-methyl-piperazin-1-yl)-benzoic acid hydrochloride (1.38 mmol), HOBT (1.38 mmol), WSCD (1.38 mmol) and triethylamine (1.38 mmol) are dissolved in DMF (5 ml) and stirred overnight at rt. After evaporation of the solvent, the residue is dissolved in a mixture of water and sodium carbonate (to ensure slightly basic conditions) and extracted three times with ethyl acetate. The combined extract is dried over sodium sulfate and evaporated. The residue is suspended in diethylether and the solid filtered of and dried (vacuum). A pale powder with mp. 218-220° C., Rf=0.19 (CH2Cl2/MeOH=9:1) is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642239B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-cbac4d507b4b4d6cafa51a84defb4169 |
| Source note | uspto-grants-2003_11 |