HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 1-(4-Chlorophenyl)-N-(3-cyano-4-[4-(N-(2-hydroxyethyl)amino)piperidin-1-yl]phenyl}-5-methylpyrazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carbonyl chloride | HCID 2776128 | — |
| Reactant | 5-amino-2-[4-(N-tert-butoxycarbonyl-2-hydroxyethylamino)piperidin-1-yl]benzonitrile | HCID 22228026 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 1-(4-Chlorophenyl)-N-(3-cyano-4-[4-(N-(2-hydroxyethyl)amino)piperidin-1-yl]phenyl}-5-methylpyrazole-4-carboxamide | HCID 22228048 | — |
Reaction Steps
The reaction and treatment in the same manner as in Example 150 were conducted using 1-(4-chlorophenyl)-5-methylpyrazole-4-carboxylic chloride (1.19 g) and 5-amino-2-[4-(N-tert-butoxycarbonyl-N-(2-hydroxyethyl)amino)piperidin-1-yl]benzonitrile and the resulting mixture was further stirred in trifluoroacetic acid (10 ml) under ice-cooling for 1 h. The reaction mixture was treated with aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was recrystallized from ethanol to give the title compound (0.29 g), melting point: 181° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07015218B1 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-cfbdde389f0642e0ab02cd9c38f9b2df |
| Source note | uspto-grants-2006_03 |