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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403233Generated: November 1, 2026

Sodium Chloride → HCID 86725299, compound

https://huagongshe.com/reaction/1403233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantTrimethylsilaneHCID 70435—
ReactantHCID 66571316HCID 66571316—
ProductHCID 86725299HCID 8672529945%

Reaction Steps

NaH (60% dispersion in mineral oil, 160 mg, 4.0 mmol) was added to a suspension of 2-(5-chloro-2-methyl-phenyl)-5-(2-methylamino-pyrimidin-4-yl)-1H-pyrrole-3-carboxamide (1.0 g, 2.92 mmol) in dry THF (15 mL) at 0° C. The reaction was kept at the same temperature for 20 min then 2-(chloromethoxy)ethyl](trimethyl)silane (0.714 mL, 4.0 mmol) was added and the mixture was stirred at room temperature for 2 h. Saturated aqueous NaCl (20 mL) was added at 0° C. and the mixture was extracted with EtOAc (2×30 mL). The separated organic phase was dried over sodium sulfate and the solvent evaporated. The crude was purified by flash chromatography on silica gel (DCM/EtOH 94/6) to afford the title compound (620 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912200B2
Source datasetuspto-grants-2014_12
ORD IDord-9d8c0acd5e614029b54f36ca24737903
Source noteuspto-grants-2014_12