Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510189Generated: October 30, 2026

1,4-Dioxane → 7-(3-Chloro-1,2,4-triazin-5-yl)-8-methyl-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine

https://huagongshe.com/reaction/510189

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantDiisopropylethylamineHCID 81531—
Reactant3,5-Dichloro-1,2,4-triazineHCID 12264933—
Reactant8-Methyl-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine hydrochlorideHCID 117628632—
SolventDichloromethaneHCID 6344—
Product7-(3-Chloro-1,2,4-triazin-5-yl)-8-methyl-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazineHCID 117628595—

Reaction Steps

To a Dioxane (12.0 ml) solution of 3,5 dichloro-1,2,4-triazine (780 mg, 5.20 mmol) was added 8-methyl-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine hydrochloride (CA, 1257 mg, 5.20 mmol) followed by diisopropylethylamine (2.73 ml, 15.60 mmol). Dichloromethane (2 mL) was added to solubilize the reaction. The reaction was stirred for 2 hrs at RT and then diluted with DCM. The reaction was washed with saturated sodium bicarbonate then brine, dried with sodium sulfate and concentrated to anoil. Purification of the oil on Biotage Normal Phase system (DCM:MeOH, 0-9% B) to afford the product as a solid, 1-17, (1.2 g, 71.7%). LRMS (ESI) m/z 319.1 [(M+H)+; calcd for C11H10ClF3N6: 319.1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096598B2
Source datasetuspto-grants-2015_08
ORD IDord-efea71f9d372488ba64ec679fdc0d038
Source noteuspto-grants-2015_08