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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093156Generated: November 2, 2026

Sodium Carbonate → HCID 66589020, compound

https://huagongshe.com/reaction/1093156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
ReactantHCID 86761503HCID 86761503—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 66589020HCID 66589020—

Reaction Steps

6-Chloro-4-(8-oxa-3-aza-bicyclo[3.2.1]oct-3-yl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (2.5 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (3.0 mmol) are dissolved in a microwave vial in DME (18 mL). Na2CO3 (2.5 mL, 2M in water) is added along with a catalytic amount of tetrakis triphenylphosphine palladium. The mixture is heated in a sealed tube under microwave irradiation at 185 C for 40 min. The mixture is diluted with 50 mL EtOAc and washed with a saturated solution of NaHCO3 (2×50 mL). The aqueous layers are extracted with EtOAc (50 mL) and the combined organic layers are dried over MgSO4, filtered and concentrated in vacuo. Purification gives the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129371B2
Source datasetuspto-grants-2012_03
ORD IDord-ed6684320fab4f6c92d9da0571088fea
Source noteuspto-grants-2012_03