HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68838889, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Aminopiperidine | HCID 16658 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 2-(2-Chlorophenyl)-5-methyl-1H-imidazole-4-carboxylic acid | HCID 43445079 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68838889 | HCID 68838889 | 83.1% |
Reaction Steps
To 1 g of 2-(2-chloro-phenyl)-5-methyl-1H-imidazole-4-carboxylic acid in 10 ml of DMF was added 1.36 g of TBTU and 3.6 ml of Hünigs' base and the reaction mixture was stirred for 1 minute. Then 0.46 ml of 1-aminopiperidin was added and the reaction mixture was stirred for 1.5 hour at room temperature. After such time the reaction mixture was poured onto 200 ml of water and extracted with ethyl acetate (2×200 ml). The combined organic extracts were then washed with water (2×100 ml) and brine (50 ml), dried (MgSO4) and concentrated in vacuo to yield an oil which crystallized on standing. The residue was then triturated with heptane, the solid was filtered and dried to yield 1.12 g of the title compound, MS (ISP) 319.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07579369B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-c5072cb94aa34f1991817ea36b688898 |
| Source note | uspto-grants-2009_08 |