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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786134Generated: October 26, 2026

Sodium Chloride → 2-Cyclopropylmethoxy-pyrimidin-4-ylamine

https://huagongshe.com/reaction/1786134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant2-Chloro-4-aminopyrimidineHCID 345752—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Cyclopropylmethoxy-pyrimidin-4-ylamineHCID 67177536—

Reaction Steps

Cyclopropylmethanol (724 mg) was dissolved in DMF (4 mL) and treated with sodium hydride (401 mg, 60% in mineral oil) at 0° C. for 30 minutes. Then, a solution of 4-amino-2-chloro-pyrimidine (260 mg, CAS 7461-50-9 or made according to J. Am. Chem. Soc. 1930, 52, 1152-1157) in DMF (4 mL) was added drop by drop. The mixture was stirred at room temperature for 1 hour and then allowed to stir at 50° C. over night. The mixture was poured into water and the mixture was saturated with NaCl. The aqueous solution was then extracted with ethyl acetate and the organic layer was washed with brine, dried over Na2SO4 and evaporated to dryness. The residue was purified by flash chromatography on silica gel using a gradient of ethyl acetate in heptane as an eluant. The desired product was obtained as a light yellow oil (169 mg). MS (EI): 166.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507733B2
Source datasetuspto-grants-2009_03
ORD IDord-234de0d245f14da2a7db17fad5bb1f8a
Source noteuspto-grants-2009_03