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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383353Generated: October 31, 2026

Acetic Acid → 1-(2,4-Dimethoxyphenyl)-N-{[1-(4-iodophenyl)-3-phenyl-1H-pyrazol-4-yl]methyl}methanamine

https://huagongshe.com/reaction/2383353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium BicarbonateHCID 516892—
Reactant2,4-DimethoxybenzylamineHCID 597250—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant1-(4-Iodophenyl)-3-phenyl-1H-pyrazole-4-carbaldehydeHCID 57436925—
Solvent1,1-DichloroethaneHCID 6365—
Product1-(2,4-Dimethoxyphenyl)-N-{[1-(4-iodophenyl)-3-phenyl-1H-pyrazol-4-yl]methyl}methanamineHCID 58112169100.5%

Reaction Steps

1.34 g (3.581 mmol) of the product from Example 2A and 538 μl (3.581 mmol) of 2,4-dimethoxybenzylamine are dissolved in 40 ml of dichloroethane, and the mixture is stirred at room temperature for one hour. 1.52 g (7.162 mmol) of sodium triacetoxyborohydride and 820 μl (14.33 mmol) of glacial acetic acid are then added. The reaction mixture is stirred at room temperature for 15 hours. A saturated sodium bicarbonate solution is then added, and the product is extracted with dichloromethane. The organic extract is washed with water and dried over anhydrous sodium sulphate. After filtration, the solvent is removed on a rotary evaporator. The crude product is dried under high vacuum and used without further purification in the next reaction. What is obtained are 1.89 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263624B2
Source datasetuspto-grants-2012_09
ORD IDord-b40418d3d3c14790872c3254466e6f09
Source noteuspto-grants-2012_09