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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419737Generated: October 31, 2026

Imidazole → HCID 86632019, compound

https://huagongshe.com/reaction/419737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantDiethyl EtherHCID 3283—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantHCID 86632017HCID 86632017—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 86632019HCID 8663201970.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

Charge 4-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbut-3-yn-2-ol (3.35 g, 1.0 eq), imidazole (2.9 g, 3.0 eq), TEA (2.16 g, 1.5 eq) and diethyl ether (84 mL) at RT. Cool the reaction mass to 0° C. and add trimethyl silyl chloride (1.53 g, 1.0 eq). Stir the reaction mass at RT for 4 h. Monitor the reaction by TLC (5% MeOH in DCM). Charge chilled DM water and extract with diethyl ether. Wash the ether layer with saturated aq. sodium chloride. Dry the organic layer over anhydrous Na2SO4 and concentrate it under vacuum to get the desired compound (3.06 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093383B2
Source datasetuspto-grants-2012_01
ORD IDord-f9db649b681947039880319c79a71fce
Source noteuspto-grants-2012_01