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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422540Generated: November 1, 2026

Methanol → HCID 58289508, compound

https://huagongshe.com/reaction/1422540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178496100HCID 178496100—
SolventPyridineHCID 1049—
ProductHCID 58289508HCID 58289508—

Reaction Conditions

Temperature80 °C

Reaction Steps

7-(2,2-Dimethoxy-ethoxy)-2-(4-isopropyl-thiazol-2-yl)-8-methyl-quinolin-4-ol (875 mg, 2.3 mmol) was dissolved in pyridine (20 mL). POCl3 (4.2 ml, 46.0 mmol) was added slowly. The reaction was heated at 80° C. for 4 hours. The reaction was cooled to 0° C. and methanol (5 mL) was added. The reaction was neutralized with a saturated aqueous sodium bicarbonate solution. The product was extracted with ethyl acetate (3×20 mL). The combined organics were dried with sodium sulfate, filtered and was concentrated. 4-Chloro-7-(2,2-dimethoxy-ethoxy)-2-(4-isopropyl-thiazol-2-yl)-8-methyl-quinoline (410 mg, 44%) was purified by silica gel chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927484B2
Source datasetuspto-grants-2015_01
ORD IDord-2afc8eddc93d4930a71724e0cf0d44c9
Source noteuspto-grants-2015_01