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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295309Generated: November 1, 2026

Dimethylformamide → methyl [1-methyl-3-[6-(5-methyl-2-phenyl-4-thiazolylmethoxy)-3-pyridylmethoxy]-1H-pyrazol-4-yl]acetate

https://huagongshe.com/reaction/1295309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloromethyl-2-(5-methyl-2-phenyl-4-thiazolylmethoxy)pyridineHCID 22930708—
ReactantHCID 178499559HCID 178499559—
SolventWaterHCID 962—
Productmethyl [1-methyl-3-[6-(5-methyl-2-phenyl-4-thiazolylmethoxy)-3-pyridylmethoxy]-1H-pyrazol-4-yl]acetateHCID 8659167972%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of methyl (3-hydroxy-1-methyl-1H-pyrazol-4-yl)acetate (255 mg), 5-chloromethyl-2-(5-methyl-2-phenyl-4-thiazolylmethoxy)pyridine (496 mg), potassium carbonate (415 mg) and N,N-dimethylformamide (10 ml) was stirred at 60° C. for 5 hrs. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column. chromatography, and methyl [1-methyl-3-[6-(5-methyl-2-phenyl-4-thiazolylmethoxy)-3-pyridylmethoxy]-1H-pyrazol-4-yl]acetate (501 mg, yield 72%) was obtained as a colorless oil from a fraction eluted with ethyl acetate-hexane (2:1, volume ratio).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07241785B2
Source datasetuspto-grants-2007_07
ORD IDord-787e3baa3d4945079681135086124ed8
Source noteuspto-grants-2007_07