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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279165Generated: October 31, 2026

(Dimethyl sulfide)trihydroboron → HCID 136623244, compound

https://huagongshe.com/reaction/2279165

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Dimethyl sulfide)trihydroboronHCID 12423031—
ReactantHCID 136623177HCID 136623177—
SolventTetrahydrofuranHCID 8028—
ProductHCID 136623244HCID 13662324482.5%

Reaction Steps

To a solution of 790 mg of 4-[3-cyclopropyl-6-(4-hydroxy-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester in 6 ml of dry THF 11.5 ml of borane-dimethylsulfide complex (1 M in DCM) was added slowly at r.t., and the reaction was heated to reflux for 0.5 h. The reaction was quenched by the addition of 7 ml of methanol, and the solvents were evaporated. The residue was purified by flash chromatography (silica, heptanes/ethyl acetate) yielding 635 mg (82%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-013a6bb8699c41f8b260c53ca21bca7f
Source noteuspto-grants-2015_09