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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099078Generated: October 27, 2026

Cyclopropanemethanamine → N-(Cyclopropylmethyl)-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide

https://huagongshe.com/reaction/1099078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanemethanamineHCID 75646—
ReactantTrimethylaluminumHCID 16682925—
ReactantMethyl 4-[3-(1-quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoateHCID 59216329—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductN-(Cyclopropylmethyl)-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamideHCID 24830463—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of methyl 4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoate (15 mg, 0.036 mmol) in toluene (0.2 mL) was added 2.0 M of trimethylaluminum in toluene (27 μL) at RT followed by addition of cyclopropylmethylamine (5.0 mg, 0.071 mmol). The mixture was stirred at 70° C. overnight. After cooling the mixture was diluted with methanol, and filtered. The filtrate was purified by RP-HPLC (pH=10) to afford the desired product. Analytical LCMS: (M+H)+=462.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143251B2
Source datasetuspto-grants-2012_03
ORD IDord-9c48b76cd19e44e090995d0e2b22d25c
Source noteuspto-grants-2012_03