Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052705Generated: November 3, 2026

Sodium Iodide → (S)-5-Methyl-2-(1-((5-(6-oxo-1,6-dihydropyridin-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

https://huagongshe.com/reaction/1052705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantSodium BicarbonateHCID 516892—
Reactant(S)-2-(1-((5-(6-Methoxypyridin-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-oneHCID 73776365—
SolventAcetonitrileHCID 6342—
Product(S)-5-Methyl-2-(1-((5-(6-oxo-1,6-dihydropyridin-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-oneHCID 7377554841.8%

Reaction Conditions

Temperature40 °C

Reaction Steps

(S)-2-(1-((5-(6-Methoxypyridin-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (22 mg, 0.02 mmol) was dissolved in 440 μl acetonitrile. Sodium iodide (35 md, 0.24 mmol) and chlorotrimethylsilane (30 μl, 0.24 mmol) were added. The reaction mixture was stirred at 40° C. for 8 h. The mixture was poured into 10 mL of sodium bicarbonate solution and extracted twice with ethyl acetate. The organics were dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified using SP1® purification system (0% to 10%, dichloromethane-2-propanol) to give 4 mg (34% yield) of the title compound as a solid. Purity 93%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-a3c33e5223af4a0da4115d9e8d4e68d6
Source noteuspto-grants-2016_07