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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363982Generated: November 1, 2026

Methyl acetoacetate → HCID 68074134, compound

https://huagongshe.com/reaction/2363982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant3-Amino-5-(pyridin-4-yl)thiophene-2-carboxamideHCID 9920852—
CatalystHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
ProductHCID 68074134HCID 6807413447.3%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a mixture of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (0.11 g, 0.50 mmol) and methyl acetoacetate (0.54 mL, 5.0 mmol) in methanol (15 mL) was added 1 drop of concentrated hydrochloric acid, and the reaction was heated at 55° C. for 15 h and with reflux for 24 h. Then, the reaction mixture was cooled, and concentrated with NaHCO3 (0.5 g) and silica gel (5 mL), and the residue was purified by flash chromatography (Combiflash, silica gel, dichloromethane to 90:10 dichloromethane/methanol) to give the title compound (0.075 g, 47%) as a yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691828B2
Source datasetuspto-grants-2014_04
ORD IDord-9842754bffd54889943afb1b34bb190d
Source noteuspto-grants-2014_04