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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872045Generated: October 30, 2026

Water → HCID 59494829, compound

https://huagongshe.com/reaction/872045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPotassium cyclopropyltrifluoroborateHCID 23697338—
ReactantHCID 59494314HCID 59494314—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 59494829HCID 5949482941.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (20 mg) was added to a solution of tert-butyl {[3-bromo-1-(3-methoxypropyl)-1H-indazol-6-yl]methyl}cyclopropylcarbamate (150 mg), potassium cyclopropyltrifluoroborate (73 mg) and potassium phosphate (254 mg) in toluene (3 ml)-water (1 ml) under argon atmosphere and the mixture was stirred at 100° C. for 24 hours. Potassium cyclopropyltrifluoroborate (24 mg), potassium phosphate (73 mg) and tetrakis(triphenylphosphine)palladium(0) (20 mg) were added to the reaction mixture and it was stirred further at 100° C. for 24 hours. Water was added to the reaction mixture under ice-cooling, the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate and concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane to n-hexane/ethyl acetate=2/1) to give tert-butyl cyclopropyl{[3-cyclopropyl-1-(3-methoxypropyl)-1H-indazol-6-yl]methyl}carbamate (57 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975252B2
Source datasetuspto-grants-2015_03
ORD IDord-142b12ceac7f4ea9b874b78f5eb33081
Source noteuspto-grants-2015_03