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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709752Generated: October 27, 2026

Ammonium Chloride → Cyclopropyl(2-methoxypyridin-4-yl)methanol

https://huagongshe.com/reaction/709752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Methoxypyridine-4-carbaldehydeHCID 2762996—
ReactantHCID 178418630HCID 178418630—
SolventTetrahydrofuranHCID 8028—
ProductCyclopropyl(2-methoxypyridin-4-yl)methanolHCID 117760122—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under a nitrogen atmosphere, to a solution of 2-methoxyisonicotinaldehyde (4.33 g) in THF (100 mL) was added 0.60 M cyclopropylmagnesium bromide (63.1 mL) at 0° C., and the mixture was stirred at 0° C. for 10 min. Saturated aqueous ammonium chloride solution was added to the reaction mixture at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. After silica gel filtration, the solvent was evaporated under reduced pressure to give a crude product of the title compound (5.30 g) as a brown oil. This compound was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-0a63a39d38c44f4aa8ef88ad6baec502
Source noteuspto-grants-2015_11