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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58095Generated: November 1, 2026

Sodium Carbonate → HCID 89783239, compound

https://huagongshe.com/reaction/58095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2-Amino-5-bromo-3-pyridinyl)(4-methyl-1-piperazinyl)methanoneHCID 62154669—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indazoleHCID 89782806—
ProductTrifluoroacetic acidHCID 6422—
ProductHCID 89783239HCID 8978323975.2%

Reaction Conditions

Temperature135 °C

Reaction Steps

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indazole (20 mg, 0.064 mmol), (2-amino-5-bromopyridin-3-yl)(4-methylpiperazin-1-yl)methanone (PREPARATION x56, 1 mL, 0.096 mmol), sodium carbonate (27.2 mg, 0.256 mmol), and PdCl2(dppf)CH2Cl2 (5.23 mg, 6.41 μmol) were sealed in a vial, which was heated to 135° C. for 30 minutes in a microwave reactor. The reaction mixture was purified by preparative HPLC, eluting with ACN/H2O (containing 0.05% TFA). The product-containing fractions were dried to give a TFA salt of the title compound as a tan solid (9.73 mg). ESI-MS m/z [M+H]+ calc'd for C19H19F3N6O, 405.2. found 405.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434743B2
Source datasetuspto-grants-2016_09
ORD IDord-f260082e00fe4eb994e4826cbdeaaae1
Source noteuspto-grants-2016_09