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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707461Generated: October 29, 2026

1-Methyl-5-(tributylstannyl)-3-(trifluoromethyl)-1H-pyrazole → 6-(4-methoxybenzyl)-8-vinylthieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

https://huagongshe.com/reaction/707461

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-5-(tributylstannyl)-3-(trifluoromethyl)-1H-pyrazoleHCID 12056710—
Reactant8-bromo-6-(4-methoxybenzyl)thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-oneHCID 86705371—
SolventTolueneHCID 1140—
Product6-(4-methoxybenzyl)-8-vinylthieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-oneHCID 86705370—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 8-bromo-6-(4-methoxybenzyl)thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (80 mg, 0.20 mmol) in toluene (2 ml) was added 1-methyl-5-(tributylstannyl)-3-(trifluoromethyl)-1H-pyrazole (135 mg, 0.31 mmol). The resulting mixture was heated to 100° C. for 16 hours and cooled to room temperature. It was filtered through a pad of celite with DCM washing. The resulting filtrate was concentrated under reduced pressure, diluted in methanol, filtered and purified directly via reverse-phase HPLC to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09175010B2
Source datasetuspto-grants-2015_11
ORD IDord-de35e990dbb146d0b30844c0bd9fcf99
Source noteuspto-grants-2015_11