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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272582Generated: November 2, 2026

Formic Acid → HCID 11429637, compound

https://huagongshe.com/reaction/1272582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 11486489HCID 11486489—
SolventDimethylformamideHCID 6228—
Solventtert-Butyl methyl etherHCID 15413—
SolventMethyl t-butylether hexaneHCID 21982663—
ProductHCID 11429637HCID 11429637—

Reaction Steps

A solution of (E)-5-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3-oxo-pent-4-enoic-acid-ethylester (1.6 g, 3.97 mmol), Ru[(1R,2R)-p-TsNCH(C6H5)CH(C6H5)NH2]Cl(η6-p-cymene) (12.6 mg, 0.02 mmol) and a mixture of HCOOH (1.095 g, 23.8 mmol)/NEt3 (0.963 g, 9.52 mmol) is heated in DMF (6.0 ml) at 50° C. for 20 h. After that the solution is diluted with MTBE (5 ml) and neutralised with NaHCO3 (4 ml). Standard aquous work-up with NaCl solution and extraction with MTBE and removel of the solvent give the crude product. Chromatography on silica gel using a 4:1 hexane-MTBE mixture as eluent to afford of (E)-5-[2-Cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3-hydroxy-pent-4-enoic-acid-ethylester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208623B2
Source datasetuspto-grants-2007_04
ORD IDord-791fe12a2db1469089b104bc3f937ecf
Source noteuspto-grants-2007_04