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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090417Generated: October 30, 2026

1,4-Dioxane → HCID 68472901, compound

https://huagongshe.com/reaction/2090417

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(7-bromo-3-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amineHCID 59402317—
ReactantHCID 59402346HCID 59402346—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 68472901HCID 6847290159.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-(7-bromo-3-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine (10 mg, 0.02 mmol; Peak 1, Example 49, Step 7), 1-(tetrahydrofuran-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (7.3 mg, 0.026 mmol), tetrakis(triphenylphosphine)palladium(0) (1.4 mg, 0.0012 mmol) and sodium bicarbonate (6.0 mg, 0.072 mmol) in a solution of 1,4-dioxane (0.2 mL) and water (0.1 mL) in a reaction vial was stirred at 90° C. overnight. After cooling it was diluted with methanol. The solid was filtered off. The filtrate was purified with RP-HPLC (pH=10) to afford the desired product (5.8 mg). LCMS (M+H)+: m/z=489.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436008B2
Source datasetuspto-grants-2013_05
ORD IDord-b7f53e0ba818484e8c9979cdbbbf63c1
Source noteuspto-grants-2013_05