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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872035Generated: October 30, 2026

Water → HCID 59494206, compound

https://huagongshe.com/reaction/872035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant9-Benzyl-9-borabicyclo(3.3.1)nonaneHCID 4150924—
ReactantHCID 59494314HCID 59494314—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59494206HCID 59494206—

Reaction Conditions

Temperature60 °C

Reaction Steps

A 0.5M solution of B-benzyl-9-BBN in tetrahydrofuran (1.8 ml) was added to a solution of tert-butyl {[3-bromo-1-(3-methoxypropyl)-1H-indazol-6-yl]methy}cyclopropylcarbamate (200 mg), potassium phosphate (290 mg), palladium acetate(II) (4 mg) and S-Phos (15 mg) in N,N-dimethylformamide (5 ml) under argon atmosphere and the mixture was stirred at 60° C. for 18 hours. Water was added to the reaction mixture under ice-cooling and 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 {[3-benzyl-1-(3-methoxypropyl)-1H-indazol-6-yl]methy}cyclopropylcarbamate (198 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975252B2
Source datasetuspto-grants-2015_03
ORD IDord-37b67b84638d48f9a01ecfd7cbc791cf
Source noteuspto-grants-2015_03