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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069862Generated: October 30, 2026

Lithium triethylborohydride → 2-(3-chloro-2-(hydroxymethyl)phenyl)-6-cyclopropyl-8-fluoroisoquinolin-1(2H)-one

https://huagongshe.com/reaction/2069862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium triethylborohydrideHCID 23712863—
Reactant2-chloro-6-(6-cyclopropyl-8-fluoro-1-oxoisoquinolin-2(1H)-yl)benzaldehydeHCID 59473772—
SolventTetrahydrofuranHCID 8028—
Product2-(3-chloro-2-(hydroxymethyl)phenyl)-6-cyclopropyl-8-fluoroisoquinolin-1(2H)-oneHCID 5947379896%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of compound III (0.26 g, 0.76 mmol) in 15 ml dry THF which was cooled at 0° C. in an ice bath, was added a solution of superhydride 1M (1.5 ml, 1.5 mmol) in THF. After stirring for 0.5 hour at 0° C. the reaction was quenched with saturated ammonium chloride and diluted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate and concentrated to give 0.25 g (96% yield) of IV which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299077B2
Source datasetuspto-grants-2012_10
ORD IDord-746ca1ecb9db4d68a6f9dcb83a0cff55
Source noteuspto-grants-2012_10