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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1581976Generated: October 26, 2026

Water → 4-[N-(2-Indanyl)-N-methylamino]-5-methylthieno[2,3-d]pyrimidine

https://huagongshe.com/reaction/1581976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4-(2-Indanylamino)-5-methylthieno[2,3-d]pyrimidineHCID 9925735—
SolventDimethylformamideHCID 6228—
Product4-[N-(2-Indanyl)-N-methylamino]-5-methylthieno[2,3-d]pyrimidineHCID 2271960970%

Reaction Steps

A compound of the above Example 1, 4-(2-indanylamino)-5-methylthieno[2,3-d]pyrimidine (29 mg, 0.10 mmol), was dissolved in dry dimethylformamide (0.5 ml), to which sodium hydride (4.4 mg, 0.11 mmol) was added. After the mixture was stirred at room temperature for 10 minutes, methyl iodide (7.0 μl, 0.11 mmol) was added to the reaction mixture, which was further stirred at room temperature for 30 minutes. Water was added to the reaction mixture, which was extracted with chloroform, and the organic layer was dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel chromatography (hexane:ethyl acetate=2:1) to obtain the title compound (20 mg, 0.070 mmol) having the following physical properties:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734180B1
Source datasetuspto-grants-2004_05
ORD IDord-6cf30e5932de4d329ccdb03ff77543b6
Source noteuspto-grants-2004_05