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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772683Generated: November 3, 2026

Acetic Acid → HCID 86345770, compound

https://huagongshe.com/reaction/1772683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant8-(4-Morpholinyl)imidazo[1,2-a]pyrazine-2-carboxaldehydeHCID 84695512—
ReactantHCID 117728170HCID 117728170—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86345770HCID 86345770—

Reaction Steps

A solution of compound 45a (124 mg, 0.353 mmol) in DMF (3.5 mmol) was treated with 60% NaH (42.3 mg, 1.05 mmol) at 0° C. The resulting mixture was stirred at rt for 15 min, cooled to 0° C. and treated with compound 45b (90.2 mmol, 0.388 mmol) in THF (2 mL). The resulting mixture was stirred for 30 min, cooled in a dry ice/acetone bath and treated with HOAc (0.060 mL, 1.05 mmol). The reaction mixture was then allowed to warm to rt and the pH was adjusted to about 5 with concentrated HCl. The precipitate formed was collected by filtration and dried under reduced pressure to obtain (E)-2-(2-(8-morpholinoimidazo[1,2-a]pyrazin-2-yl)vinyl)quinoline-4-carboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-e8f015bc5e474831824a9e81c46b7d7f
Source noteuspto-grants-2016_02