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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900260Generated: October 30, 2026

Diethylene Glycol Monomethyl Ether → HCID 9983151, compound

https://huagongshe.com/reaction/900260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylene Glycol Monomethyl EtherHCID 8134—
ReactantSodium hydrideHCID 24758—
Reactant2-Bromo-N-(5-chloro-2-pyridinyl)acetamideHCID 3421110—
ReactantHCID 86594167HCID 86594167—
SolventDimethylformamideHCID 6228—
Solvent2-MethoxyethanolHCID 8019—
ProductHCID 9983151HCID 9983151—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 49 mg of 2-(2-Methoxy-ethoxymethyl)-3H-imidazole-4-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide [prepared by following the procedure from example 66 replacing 2-(2-methoxy-ethoxy)-ethanol by 2-methoxy-ethanol in step (i)] in DMF (3 mL) was added 17 mg of sodium hydride (60% in mineral oil). The mixture was stirred at 50° C. for 1 h and cooled to 30° C. 2-Bromo-N-(5-chloro-pyridin-2-yl)-acetamide (41 mg) was added and stirring was continued for 1.5 h. Another portion of 2-bromo-N-(5-chloro-pyridin-2-yl)-acetamide (10 mg) was added. The mixture was stirred for 30 min at 30° C., carefully quenched by dropwise addition of water and extracted with ethyl acetate. The combined organic phases were washed with water and brine, dried over anhydrous

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07358268B2
Source datasetuspto-grants-2008_04
ORD IDord-bf72c44974c845b985a7e30497b07bd3
Source noteuspto-grants-2008_04