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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1797519Generated: November 3, 2026

1-Butanol → HCID 22176051, compound

https://huagongshe.com/reaction/1797519

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantHCID 54725283HCID 54725283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22176051HCID 2217605185.2%

Reaction Steps

To a solution of ethyl 2-cyclopropylmethyl-6-fluoro-4-hydroxy-1-oxo-1,2-dihydro-3-isoquinolinecarboxylate (9.16 g, 30 mmol), 1-butanol (3.3 mL, 45 mmol) and tributylphosphine (14.9 mL, 60 mmol) in tetrahydrofuran (100 mL) was added 1,1′-(azodicarbonyl)dipiperidine (15.14 g, 60 mmol) and the mixture was stirred at room temperature for 3 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to give ethyl 4-butoxy-2-cyclopropylmethyl-6-fluoro-1-oxo-1,2-dihydro-3-isoquinolinecarboxylate (9.24 g, 85.2%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07034039B2
Source datasetuspto-grants-2006_04
ORD IDord-628ae6e69daa4ff49cdae1a3b5d077f5
Source noteuspto-grants-2006_04