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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529447Generated: November 2, 2026

Dimethylamine → 4-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-6-((4-methoxybenzyl)oxy)-N,N-dimethylpyrimidin-2-amine

https://huagongshe.com/reaction/1529447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant5-bromo-3-(6-((4-methoxybenzyl)oxy)-2-(methylsulfonyl)pyrimidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazoleHCID 67959620—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-6-((4-methoxybenzyl)oxy)-N,N-dimethylpyrimidin-2-amineHCID 67959783—

Reaction Conditions

Temperature90 °C

Reaction Steps

A glass microwave reaction vessel was charged with 5-bromo-3-(6-((4-methoxybenzyl)oxy)-2-(methylsulfonyl)pyrimidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (204 mg, 0.356 mmol) and dimethylamine solution in water (0.4 mL, 3.02 mmol) in NMP (1 ml). The reaction was stirred and heated in a oil bath at 90° C. for 10 min. The mixture was diluted with water. The resulting white ppt was collected by filtration, washed with water, then MeOH, and dried to give the crude product. MS (ESI, pos. ion) m/z: 538/540 (1:1) (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090593B2
Source datasetuspto-grants-2015_07
ORD IDord-b53c70d1c1ab4daabb45e98dc07ba744
Source noteuspto-grants-2015_07