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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262191Generated: October 31, 2026

Dimethylformamide → HCID 59592904, compound

https://huagongshe.com/reaction/2262191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(6-(Bromomethyl)-2-chlorothieno[3,2-d]pyrimidin-4-yl)morpholineHCID 46180726—
ProductHCID 59592904HCID 59592904—

Reaction Steps

To a solution of 6-(bromomethyl)-2-chloro-4-morpholinothieno[3,2-d]pyrimidine 30 from Example 9 (90 mg, 0.3 mmol) in DMF (3 mL) was added dimethylamine hydrochloride (21 mg, 0.3 mmol) and K2CO3 (90 mg, 0.6 mmol). The resulting solution stirred at room temperature overnight then was concentrated in vacuo. The residue was diluted with water and filtered. The crude product was utilized in a Suzuki coupling using General Procedure A with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole 7 to provide 304 after reverse phase HPLC purification (34 mg). MS (Q1) 395 (M)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846929B2
Source datasetuspto-grants-2010_12
ORD IDord-31fb831ef5ae41278cd76ccfb8548e99
Source noteuspto-grants-2010_12