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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712380Generated: October 30, 2026

1-Bromo-3-chloropropane → 7-(3-Chloropropyl)-3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine

https://huagongshe.com/reaction/712380

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Trifluoromethyl)-5,6,7,8-tetrahydro-(1,2,4)triazolo(4,3-a)pyrazineHCID 10176489—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product7-(3-Chloropropyl)-3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazineHCID 6458037530%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine (1.90 g) in DMF (10 mL) was added K2CO3 (2.35 g) and 1-bromo-3-chloropropane (1.70 mL) at rt. The reaction mixture was heated at 80° C. for 3 h, diluted with water and extracted with ethyl acetate. The combined organic phases were dried over anhydrous Na2SO4 for 1 h, and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 30:1 (v/v) DCM/MeOH) to give the title compound as transparent liquid (0.68 g, 30.00%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181277B2
Source datasetuspto-grants-2015_11
ORD IDord-7429ed89b7b24ee1b5749ad5dd9ec965
Source noteuspto-grants-2015_11