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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588398Generated: October 30, 2026

Hydrochloric Acid → N-(3-methylpyridin-2-yl)-4-[1-methyl-5-(2H-tetrazol-5-yl)-1H-pyrazol-4-yl]-N-[(3R)-piperidin-3-yl]benzamide

https://huagongshe.com/reaction/588398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactanttert-butyl (3R)-3-(4-(1-methyl-5-(2H-tetrazol-5-yl)-1H-pyrazol-4-yl)-N-(3-methylpyridin-2-yl)benzamido)piperidine-1-carboxylateHCID 117661189—
SolventMethanolHCID 887—
ProductN-(3-methylpyridin-2-yl)-4-[1-methyl-5-(2H-tetrazol-5-yl)-1H-pyrazol-4-yl]-N-[(3R)-piperidin-3-yl]benzamideHCID 86279363108.8%

Reaction Steps

Preparation 25, tert-butyl (3R)-3-(4-(1-methyl-5-(2H-tetrazol-5-yl)-1H-pyrazol-4-yl)-N-(3-methylpyridin-2-yl)benzamido)piperidine-1-carboxylate (100 mg, 0.185 mmol) was dissolved in methanol (0.925 mL). To this was added HCl in dioxane (0.694 mL, 4M solution, 2.78 mmol) at room temperature. The reaction was stirred at room temperature. After 2 h, reaction was concentrated under reduced pressure, and then concentrated with toluene (3×10 mL). The crude material was triturated with EtOAc/MeOH (20:1) and filtered to afford N-(3-methylpyridin-2-yl)-4-[1-methyl-5-(2H-tetrazol-5-yl)-1H-pyrazol-4-yl]-N-[(3R)-piperidin-3-yl]benzamide (89.3 mg, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227956B2
Source datasetuspto-grants-2016_01
ORD IDord-a9340a25099b499bb0ef5ee5ad0679eb
Source noteuspto-grants-2016_01