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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1800412Generated: October 26, 2026

Cyclopropanecarbonyl chloride → Tert-butyl [3-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-4-methylphenyl]carbamate

https://huagongshe.com/reaction/1800412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantTert-butyl {3-[(2-amino[1,2,4]triazolo[1,5-a]pyridin-6-yl)oxy]-4-methylphenyl}carbamateHCID 57749391—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductTert-butyl [3-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-4-methylphenyl]carbamateHCID 5774928489%

Reaction Steps

To a solution of tert-butyl{3-[(2-amino[1,2,4]triazolo[1,5-a]pyridin-6-yl)oxy]-4-methylphenyl}carbamate (1.50 g, 4.22 mmol) in N,N-dimethylacetamide (5 mL) was added with stirring cyclopropanecarbonyl chloride (1.15 mL, 12.7 mmol) under ice-cooling, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, and the residue was collected by filtration and washed with ethyl acetate and hexane to give the title compound (1.59 g, 89%) as a white compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344135B2
Source datasetuspto-grants-2013_01
ORD IDord-52842c56ed5d4060ac1f3020a31c13db
Source noteuspto-grants-2013_01