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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59428Generated: October 30, 2026

3-Methoxypropylamine → 1-(4-Bromophenyl)-3-(2-chloro-6-fluorophenyl)-N-(3-methoxypropyl)-1H-1,2,4-triazol-5-amine

https://huagongshe.com/reaction/59428

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethoxypropylamineHCID 1672—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(4-bromophenyl)-5-chloro-3-(2-chloro-6-fluorophenyl)-1H-1,2,4-triazoleHCID 90027483—
SolventDimethylformamideHCID 6228—
Product1-(4-Bromophenyl)-3-(2-chloro-6-fluorophenyl)-N-(3-methoxypropyl)-1H-1,2,4-triazol-5-amineHCID 9002768535.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1-(4-bromophenyl)-5-chloro-3-(2-chloro-6-fluorophenyl)-1H-1,2,4-triazole (Intermediate-3, 0.100 g, 0.257 mmol) in DMF (3.0 mL) was added 3-methoxypropan-1-amine (0.035 g, 0.386 mmol) and DIPEA (1.0 mL). The reaction mass was stirred at 80° C. for 5-6 h. The reaction mass was quenched in water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 0.040 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 1.92 (d, J=5.4 Hz, 2H), 2.34 (t, J=7.5 Hz, 2H), 3.28 (s, 3H), 3.56-3.64 (m, 2H), 5.69 (m, 1H), 7.06-7.15 (m, 1H), 7.22-7.49 (m, 2H), 7.54 (d, J=10.2 Hz, 2H), 7.64 (d, J=8.4 Hz, 21-1). MS (m/z): 441.19 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-adb260b0560c464ab799578c26851d1c
Source noteuspto-grants-2016_09