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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472201Generated: October 29, 2026

Isopropyl iodide → 6-Bromo-8-isopropyl-4-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

https://huagongshe.com/reaction/472201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl iodideHCID 6362—
ReactantSodium hydrideHCID 24758—
Reactant6-bromo-4-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-oneHCID 59258909—
SolventDimethylformamideHCID 6228—
Product6-Bromo-8-isopropyl-4-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-oneHCID 5925895359.4%

Reaction Conditions

Temperature46 °C

Reaction Steps

To a suspension of NaH (120 mg, 5.00 mmol) in DMF (15 mL) was added 6-bromo-4-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (572 mg, 2 mmol). The mixture was heated to 46° C. The solution was cooled down slightly and 2-iodopropane (0.30 mL, 3.0 mmol) was added. The mixture was heated at 46° C. for 30 min and then cooled to room temperature and partitioned between water and ethyl acetate. The organic phase was dried (MgSO4) and concentrated. The crude product was purified by silica gel flash chromatography, using EtOAc/Hexane, to give the title compound (390 mg, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633204B2
Source datasetuspto-grants-2014_01
ORD IDord-6e473114759c402eb17218b5bb74c8cb
Source noteuspto-grants-2014_01