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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626572Generated: November 4, 2026

Sodium Carbonate → HCID 46912801, compound

https://huagongshe.com/reaction/1626572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-Ethyl-N'-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ureaHCID 44119377—
ReactantTert-butyl 2-chloro-4-morpholino-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-carboxylateHCID 71540665—
SolventCPME EtOH WaterHCID 131731673—
ProductHCID 46912801HCID 4691280167%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of tert-butyl 2-chloro-4-morpholino-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate (intermediate 2) (300 mg, 0.88 mmol) and 4-(3-ethylureido)phenylboronic acid pinacol ester (281 mg, 0.97 mmol) in CPME/EtOH/H2O (7/2/3) (4.0 mL) was added Pd(PPh3)2(Cl)2 (31 mg, 0.04 mmol) and Na2CO3 (140 mg, 1.32 mmol). The reaction mixture was then heated by microwave at 130° C. for 0.5 h. The crude reaction mixture was then partitioned between water and EtOAc, the phases separated and the solvent removed in vacuo. The residue was purified by flash chromatography (0-40% EtOAc/Petroleum Ether 40-60) to yield an off-white solid (275 mg, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785457B2
Source datasetuspto-grants-2014_07
ORD IDord-fa4fea665caa4df599a9db83577ddf14
Source noteuspto-grants-2014_07