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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524749Generated: October 29, 2026

Ethyl Acetoacetate → Ethyl 4-(2-bromo-4-fluorophenyl)-6-methyl-2-(1,2,4-thiadiazol-5-yl)-1,4-dihydropyrimidine-5-carboxylate

https://huagongshe.com/reaction/524749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetoacetateHCID 8868—
Reactant2-Bromo-4-fluorobenzaldehydeHCID 2773319—
Reactant1,2,4-Thiadiazole-5-carboximidamide hydrochlorideHCID 90043142—
ProductEthyl 4-(2-bromo-4-fluorophenyl)-6-methyl-2-(1,2,4-thiadiazol-5-yl)-1,4-dihydropyrimidine-5-carboxylateHCID 9004238535.2%

Reaction Steps

1,2,4-thiadiazole-5-carboximidamide hydrochloride (1.43 g, 8.69 mmol) was reacted with 2-bromo-4-fluorobenzaldehyde (1.76 g, 8.69 mmol) and ethyl 3-oxobutanoate (1.36 g, 10.5 mmol) according to the procedure as described in Example 1, Step A to give the title compound as a yellow solid (1.3 g, 35%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340538B2
Source datasetuspto-grants-2016_05
ORD IDord-e0b50f0e30d04e6d84de5dfb534ffdf7
Source noteuspto-grants-2016_05