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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984874Generated: October 30, 2026

Water → HCID 15895492, compound

https://huagongshe.com/reaction/984874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 10498271HCID 10498271—
SolventDimethylformamideHCID 6228—
ProductHCID 15895492HCID 1589549297%

Reaction Steps

Ethyl 2-[N-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalen-2-yl)amino]-pyrimidine-5-carboxylate (104 mg) was dissolved in dry DMF (3 ml), and the solution was added with a suspension of NaH (40 mg) in DMF (2 ml). The mixture was then added with methyl iodide (0.5 ml) and stirred. After the disappearance of the materials was observed with TLC, the reaction mixture was poured into water, and extracted with CH2Cl2. The organic layer was dried over Na2SO4, and the solvent was evaporated. The residue was purified by silica gel flash column chromatography (n-hexane: AcOEt=20:1) to obtain white crystals of ethyl 2-[N-methyl-N-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-yl)amino]pyrimidine-5-carboxylate (105 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869959B1
Source datasetuspto-grants-2005_03
ORD IDord-36d8fb6f13c443049418e48f09375482
Source noteuspto-grants-2005_03