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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802219Generated: October 26, 2026

Diisopropylethylamine → HCID 67779881, compound

https://huagongshe.com/reaction/1802219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPropylphosphoric anhydrideHCID 16167369—
Reactant4-(Methoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acidHCID 45923681—
ReactantHCID 67775863HCID 67775863—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67779881HCID 6777988167.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2-(pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-amine (468 mg, 2.22 mmol), 4-(methoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid (490 mg, 2.66 mmol), propylphosphonic anhydride (50% in ethyl acetate, 3.26 ml, 5.54 mmol) and N,N-diisopropylethylamine (1.51 ml, 8.86 mmol) in tetrahydrofurane (15 ml) is stirred for 18 hours at 70° C. under nitrogen atmosphere. The solvent is evaporated and the residue triturated with sat. aqueous sodium bicarbonate solution. The solid is collected by filtration, washed with water and dried affording methyl 1-methyl-5-(2-(pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylate (564 mg, 67.5%) as a light brown solid. mp.: 228-231° C. MS: m/z=378.5 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349824B2
Source datasetuspto-grants-2013_01
ORD IDord-3aa353ae5b2d407083d42b0cc2f55b7e
Source noteuspto-grants-2013_01