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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353392Generated: October 31, 2026

Sodium Bicarbonate → HCID 11338162, compound

https://huagongshe.com/reaction/2353392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantN-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 21914577—
ReactantHCID 58830625HCID 58830625—
CatalystHCID 178418397HCID 178418397—
SolventIsopropanolHCID 3776—
ProductHCID 11338162HCID 1133816236.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of 6-bromo-5-fluoro-3-(4-pyridinyl)-1H-indazole (Intermediate 4, 20 mg), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (21 mg), tetrakis(triphenylphosphine)palladium(0) (2 mg) and aqueous sodium hydrogen carbonate (1M, 1 ml) in isopropanol (2 ml) was stirred in a microwave oven at 150° C. for 15 min. The mixture was partitioned between water and ethyl acetate and the organic layer was washed with water and brine, dried using a hydrophobic filter tube and concentrated under vacuum. The residue was purified on an SPE cartridge (silica, 5 g) eluting with cyclohexane:ethyl acetate (1:1 to 1:4) to give the title compound as a white solid (9.72 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750026B2
Source datasetuspto-grants-2010_07
ORD IDord-8c8f4533625e44478b2fb1fe0904bd21
Source noteuspto-grants-2010_07