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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643678Generated: October 30, 2026

Sodium Carbonate Monohydrate → 3-(3-(2-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridin-7-yl)-N-cyclopropyl-4-methylbenzamide

https://huagongshe.com/reaction/643678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium Carbonate MonohydrateHCID 2735133—
ReactantN-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 21914577—
Reactant7-Chloro-3-(2-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridineHCID 59261365—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-(3-(2-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridin-7-yl)-N-cyclopropyl-4-methylbenzamideHCID 59261364239.9%

Reaction Conditions

Temperature140 °C

Reaction Steps

In a microwave tube was placed 7-chloro-3-(2-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridine (0.061 g, 0.22 mmol), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.086 g, 0.29 mmol), trans-dichlorobis(triphenylphosphine)palladium (II) (0.013 g, 0.018 mmol) and sodium carbonate monohydrate (0.16 g, 1.3 mmol) in 1 mL of DME and 0.4 mL of water. The mixture was heated in the microwave at 140° C. for 15 min. Water was then added and the mixture was extracted with EtOAc (3×). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to give 220 mg of a brown oil. The crude material was purified by silica gel chromatography (0-5% MeOH in DCM) to afford the title compound as an off-white solid. MS (ESI, pos. ion) m/z: 417.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700593B2
Source datasetuspto-grants-2010_04
ORD IDord-3c5dc353620a46ffbca8c6c464d38cb3
Source noteuspto-grants-2010_04