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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643681Generated: October 31, 2026

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

https://huagongshe.com/reaction/643681

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-bromo-N-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-3-amineHCID 59261382—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-cyclopropyl-3-(3-(isopropylamino)-[1,2,4]triazolo[4,3-a]pyridin-7-yl)-4-methylbenzamideHCID 59261377141.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

In a microwave tube was placed 7-bromo-N-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-3-amine (0.105 g, 0.41 mmol), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.16 g, 0.54 mmol), trans-dichlorobis(triphenyl-phosphine)palladium (II) (0.024 g, 0.034 mmol) and sodium carbonate monohydrate (0.29 g, 2.3 mmol) in 2.8 mL of DME and 1.1 mL of water. The mixture was heated in the microwave at 150° C. for 15 min. Water was then added and the mixture was extracted with DCM (3×). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to give 203 mg of a black solid. The crude material was purified by silica gel chromatography (0-5% MeOH in DCM) to afford the title compound as a pale yellow solid. MS (ESI, pos. ion) m/z: 350.4 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700593B2
Source datasetuspto-grants-2010_04
ORD IDord-6fb0b5282edf4ef1ba781bd18ca9595c
Source noteuspto-grants-2010_04