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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484860Generated: October 31, 2026

Imidazole → HCID 58169380, compound

https://huagongshe.com/reaction/1484860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 58169454HCID 58169454—
SolventDichloromethaneHCID 6344—
ProductHCID 58169380HCID 5816938099.7%

Reaction Conditions

Temperature20 °C

Reaction Steps

A mixture of (2-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-5-yl)methanol (350 mg, 1.32 mmol), imidazole (107.6 mg, 1.58 mmol, 1.2 eq), TBDMSCl (238 mg, 1.58 mmol, 1.2 eq) in CH2Cl2 (10 mL) was stirred at 20° C. for 16 h. Water (30 mL) was added and the reaction was extracted with CH2Cl2 (4×30 mL). The combined organic phases were washed (brine), dried (Na2SO4), filtered and concentrated to afford 5-((tert-butyldimethylsilyloxy)methyl)-2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (500 mg, 99%). LC-MS (m/z)=380.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422271B2
Source datasetuspto-grants-2016_08
ORD IDord-9ff8f901855447479c12285546a4f4a8
Source noteuspto-grants-2016_08