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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090876Generated: October 30, 2026

Hydrochloric Acid → 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-1H-pyrazole-4-carbaldehyde

https://huagongshe.com/reaction/2090876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactantmethyl 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-1H-pyrazole-4-carboxylateHCID 66778425—
SolventTetrahydrofuranHCID 8028—
Product1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-1H-pyrazole-4-carbaldehydeHCID 4334863327%

Reaction Steps

To a solution (150 mL) of methyl 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-1H-pyrazole-4-carboxylate (7.0 g) synthesized above in tetrahydrofuran was added dropwise diisobutylaluminum hydride (1.5M toluene solution, 58.4 mL) at 0° C. After stirring for 30 min, the reaction mixture was poured into 2N hydrochloric acid of 0° C., and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate, and the solvent was evaporated. The residue was treated in the same manner as in Example 1(5) to give the title object compound (1.7 g, 27%) as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436043B2
Source datasetuspto-grants-2013_05
ORD IDord-f81df87bddb24227b013d54ddfa8437b
Source noteuspto-grants-2013_05