HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → 5-Chloro-2-(1-isopropylpiperidin-4-ylmethyl-amino)-n-(2pyridyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Acetic acid methanol | HCID 10129899 | — |
| Reactant | 5-Chloro-2-(piperidin-4-ylmethylamino)-n-(2-pyridyl)benzamide | HCID 12096865 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 5-Chloro-2-(1-isopropylpiperidin-4-ylmethyl-amino)-n-(2pyridyl)benzamide | HCID 12096570 | 34% |
Reaction Steps
A solution of 5-chloro-2-(piperidin-4-ylmethylamino)-N-(2-pyridyl)benzamide from above (1.3 g, 3.7 mmol) in acetone (28 mL) and methanol-acetic acid (95:5) (12 mL) was treated with sodium cyanoborohydride (1.0 g, 15.0 mmol). Gas evolution was observed; the reaction mixture was then stirred at room temperature for 7 h, after which it was concentrated in vacuo to a residue that was purified via silica gel chromatography. Elution with dichloromethane—2 M ammonia in methanol (9:1) provided 0.5 g (34%)of the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06710057B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-8583cdbb2c104f2c95670b61c35f0d11 |
| Source note | uspto-grants-2004_03 |