HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 178497373, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(Propan-2-yl)piperidin-4-amine dihydrochloride | HCID 17750340 | — |
| Reactant | HCID 178497356 | HCID 178497356 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178497373 | HCID 178497373 | — |
Reaction Steps
500 mg (1.7 mmol) Methyl-2-trichloromethyl-1H-benzoimidazole-5-carboxylate were added to a mixture of 548 mg (1.8 equiv.) 1-isopropyl-piperidine-4-ylamine-dihydrochloride and 1.43 g (10 equiv.) NaHCO3 in 15 mL THF and 7.5 mL H2O and stirred vigorously for 4 h at room temperature. The reaction mixture was diluted with dichloromethane and washed with a saturated NaHCO3-solution and brine. The organic layer was dried over MgSO4 and concentrated. Preparative HPLC (CH3CN/H2O gradient+0.05% formic acid) gave pure 2-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-5-carboxylic acid methyl ester as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741341B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-1b867e3858314c57807212d369590eeb |
| Source note | uspto-grants-2010_06 |