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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519015Generated: October 30, 2026

Potassium Carbonate → HCID 86727372, compound

https://huagongshe.com/reaction/519015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 86727364HCID 86727364—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86727372HCID 8672737244%

Reaction Steps

A degassed mixture of 4-(7-bromo-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-piperidine-1-carboxylic acid tert-butyl ester (Example #75, Step A, 0.06 g, 0.127 mmol), cyclopropylboronic acid (0.021 g, 0.250 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II)dichloride dichloromethane complex (0.020 g, 0.025 mmol) and K2CO3 (0.035 g, 0.250 mmol) in dioxane (1 mL) and water (0.2 mL) was heated to reflux for 8 h. The reaction mixture was cooled to ambient temperature and filtered. The filtrate was concentrated in vacuo and the residue was purified by preparative TLC (eluting with 50% EtOAc in petroleum ether) to give 4-(7-cyclopropyl-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.024 g, 44%) as a pale-white solid. LC/MS (Table 1, Method 2) Rt=1.223 min.; MS m/z: 441 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115151B2
Source datasetuspto-grants-2015_08
ORD IDord-e226f195906e4486bed5a18eb5b0d4a3
Source noteuspto-grants-2015_08