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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877061Generated: October 31, 2026

Sodium Carbonate → (1-{4-[9-(3-Cyanophenyl)-3-phenylpyrimido[1,2-b]indazol-2-yl]phenyl}-cyclobutyl)carbamic acid tert-butyl ester

https://huagongshe.com/reaction/877061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Cyanophenylboronic acidHCID 2734325—
Reactant{1-[4-(9-Bromo-3-phenylpyrimido[1,2-b]indazol-2-yl)phenyl]cyclobutyl}-carbamic acid tert-butyl esterHCID 67991217—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(1-{4-[9-(3-Cyanophenyl)-3-phenylpyrimido[1,2-b]indazol-2-yl]phenyl}-cyclobutyl)carbamic acid tert-butyl esterHCID 86702536—

Reaction Steps

100 mg (0.18 mmol) {1-[4-(9-Bromo-3-phenylpyrimido[1,2-b]indazole-2-yl)phenyl]-cyclobutyl}carbamic acid tert-butyl ester (intermediate example Int-2-0), 51.6 mg (0.35 mmol) (3-cyanophenyl)boronic acid, 14.3 mg (0.02 mmol) bis(diphenylphosphino)ferrocenedichloropalladium(II) and 55 mg (0.53 mmol) sodium carbonate in 1.8 mL dioxane and 0.3 mL water were heated in a microwave vial which had been sealed with a microwave cap for 18 hours at 105° C. (heating block). After the usual work up, the crude mixture (131.2 mg) was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987286B2
Source datasetuspto-grants-2015_03
ORD IDord-3a6e9080fde84c64b3cbd01bcb8b651d
Source noteuspto-grants-2015_03