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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405805Generated: October 30, 2026

Imidazole → Ethyl 6-(((triisopropylsilyl)oxy)methyl)imidazo[1,2-a]pyridine-3-carboxylate

https://huagongshe.com/reaction/405805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantTriisopropylsilyl chlorideHCID 139400—
ReactantEthyl 6-(hydroxymethyl)imidazo[1,2-a]pyridine-3-carboxylateHCID 19701440—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductEthyl 6-(((triisopropylsilyl)oxy)methyl)imidazo[1,2-a]pyridine-3-carboxylateHCID 71281302—

Reaction Steps

To a suspension of ethyl 6-(hydroxymethyl)imidazo[1,2-a]pyridine-3-carboxylate (59) (497.0 mg, 2.26 mmol), DMAP (12.2 mg, 0.1 mmol) and 1H-imidazole (154.0 mg, 2.26 mmol) in dichloromethane (10 mL), was added TIPSCl (523.0 mg, 2.71 mmol). The resulting mixture was stirred overnight at room temperature. The solvent was removed under vacuum to yield crude ethyl 6-(((triisopropylsilyl)oxy)methyl)imidazo[1,2-a]pyridine-3-carboxylate (60). MS m/z 377.2 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754071B2
Source datasetuspto-grants-2014_06
ORD IDord-16f6e7ed87b84991a47c1885c5e06b38
Source noteuspto-grants-2014_06