Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792585Generated: November 3, 2026

Methanol → HCID 22031644, compound

https://huagongshe.com/reaction/1792585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 22031150HCID 22031150—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 22031644HCID 2203164477.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 228 mg methyl 4-[3-(pyridin-2-yl)imidazo-[1,2-a]pyridin-6-yl]-1-trityl-1H-pyrazole-3-carboxylate (compound in Example 366), 0.8 mL of 1 N aqueous sodium hydroxide, 5 mL methanol and 3 mL tetrahydrofuran was stirred at 50° C. for 4 hours. Saturated ammonium chloride, ethyl acetate and water were added to the reaction solution, and then the organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The drying agent was filtered off, and the filtrate was evaporated. The resulting residue was crystallized from diisopropyl ether, triturated and dried under reduced pressure with a vacuum pump, to give 172 mg 4-[3-(pyridin-2-yl)imidazo-[1,2-a]pyridin-6-yl]-1-trityl-1H-pyrazole-3-carboxylic acid as pale brown crystals. From this carboxylic acid derivative, 78 mg of the title compound was obtained as a pale yellow amorphous under the same conditions as in Example 361.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074801B1
Source datasetuspto-grants-2006_07
ORD IDord-4cb83f7b081542a18c833fe5a28d29f9
Source noteuspto-grants-2006_07