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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243282Generated: October 27, 2026

Potassium Iodide → HCID 60163220, compound

https://huagongshe.com/reaction/243282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantCesium carbonateHCID 10796—
Reactant4-aminopyrido[2,3-d]pyrimidin-5(8H)-oneHCID 5706788—
Reactant2-(Chloromethyl)-1-phenyl-1H-benzimidazoleHCID 20251896—
SolventDimethylformamideHCID 6228—
ProductHCID 60163220HCID 60163220—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 4-amino-8H-pyrido[2,3-d]pyrimidin-5-one (35 mg, 0.214 mmol), 2-chloromethyl-1-phenyl-1H-benzoimidazole (52 mg, 0.214 mmol), Cs2CO3 (105 mg, 0.321 mmol) and potassium iodide (4 mg, 0.021 mmol) in DMF (1 mL) was stirred for 3 h in a sealed tube at 130° C. Volatiles were then removed under reduced pressure and the residue suspended in DCM and filtered. The filtrate was purified by column chromatography (Si—PCC, gradient 0-10% 2M NH3/MeOH in DCM) and the resulting material was triturated with diethyl ether affording 111 as a pale yellow solid (28 mg, 36%). LCMS: RT 3.47 min [M+H]+ 369.1. 1H NMR (CDCl3, 400 MHz): δ 9.76 (1H, bs), 8.07 (1H, s), 7.82-7.77 (1H, m), 7.65 (1H, d, J=7.97 Hz), 7.50-7.44 (3H, m), 7.34-7.23 (4H, m), 7.14-7.09 (1H, m), 6.28 (1H, d, J=7.97), 5.86-5.78 (1H, m), 5.63 (2H, s)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-a00ce3ee66594f499f41f8dadf85859b
Source noteuspto-grants-2014_02