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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1837177Generated: November 3, 2026

Sodium cyanoborohydride → 5-Chloro-2-(1-isopropylpiperidin-4-ylmethyl-amino)-n-(2pyridyl)benzamide

https://huagongshe.com/reaction/1837177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantAcetic acid methanolHCID 10129899—
Reactant5-Chloro-2-(piperidin-4-ylmethylamino)-n-(2-pyridyl)benzamideHCID 12096865—
SolventAcetoneHCID 180—
Product5-Chloro-2-(1-isopropylpiperidin-4-ylmethyl-amino)-n-(2pyridyl)benzamideHCID 1209657034%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06780878B2
Source datasetuspto-grants-2004_08
ORD IDord-a689ff15c514469d837928e9631df3d5
Source noteuspto-grants-2004_08