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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059514Generated: November 1, 2026

Water → HCID 24821795, compound

https://huagongshe.com/reaction/2059514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantPropane, 1-bromo-3-fluoro-HCID 67699—
ReactantPhenol, 4-imidazo[1,2-a]pyridin-2-yl-HCID 818333—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
ProductHCID 24821795HCID 2482179551.9%

Reaction Steps

398 mg (corresponding to 1.89 mmol) of 2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine was dissolved in 15 mL of N,N-dimethylformamide, and 788 mg (corresponding to 5.7 mmol) of potassium carbonate was added thereto. 260 μL (corresponding to 2.8 mmol) of 1-bromo-3-fluoropropane was added to the resulting mixture, and the mixture was stirred for 20.5 hours at room temperature. After the completion of the reaction, the reaction solution was poured into water and extracted three times with chloroform. The combined chloroform layer was washed with water and a saturated sodium chloride solution, and then dried over anhydrous sodium sulfate, filtered and concentrated. The resulting crude product was purified by recycle preparative HPLC (HPLC apparatus: LC-908 (under trade name; manufactured by Japan Analytical Industry Co., Ltd.); column: two of JAIGEL 2H (under trade name; manufactured by Japan Analytical Industry Co., Ltd.) connected together; mobile phase: chloroform), to obtain 264 mg (corresponding to 0.98 mmol) of 2-[4′-(3″-fluoropropoxy)phenyl]imidazo[1,2-a]pyridine (hereinafter referred to as Compound 3) (FIG. 4, Step 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08277777B2
Source datasetuspto-grants-2012_10
ORD IDord-5ed3b8b9df2f47f8be13ee64e73f70ac
Source noteuspto-grants-2012_10