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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357576Generated: November 1, 2026

Potassium Carbonate → HCID 68454681, compound

https://huagongshe.com/reaction/2357576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 21914577—
Reactant2-(6-Bromophthalazin-1-yl)-5-isopropyl-2,5-diaza-bicyclo[2.2.1]heptaneHCID 68454978—
CatalystHCID 178418397HCID 178418397—
SolventDimethoxyethane ethanolHCID 20074477—
ProductHCID 68454681HCID 6845468178.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-(6-bromophthalazin-1-yl)-5-isopropyl-2,5-diaza-bicyclo[2.2.1]heptane (60 mg, 173 μmol), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (52 mg, 173 μmol) and tetrakis(triphenylphosphine)palladium (10 mg, 9 μmol)in 5 mL DME/EtOH (4:1) was treated with 2M potassium carbonate (0.5 mL, 1 mmol) at 22° C. under nitrogen. The mixture was heated up to 90° C. and stirred for 1 h. The reaction was monitored by MS. After about 1 h at 90° C., MS showed all starting material was converted to product (M+1=442). The mixture was cooled down to room temperature (22° C.). The mixture was transferred directly to silica gel and purified via flash chromatography (silica gel) eluting with a gradient of 2% 2 M ammonia in MeOHIDCM to 6% 2 M ammonia in MeOH/DCM to give the title compound (60 mg). Found MS (ES+): 442(M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759337B2
Source datasetuspto-grants-2010_07
ORD IDord-08ebbbafcac84e3697d62a3e55f259f4
Source noteuspto-grants-2010_07