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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970146Generated: October 30, 2026

Dimethylformamide → HCID 67348986, compound

https://huagongshe.com/reaction/1970146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromoethyl methyl etherHCID 80972—
ReactantHCID 67345762HCID 67345762—
SolventWaterHCID 962—
ProductHCID 67348986HCID 6734898650.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a DMF solution (1 mL) containing 5-[1-(4-Chloro-2-trifluoromethyl-benzyl)-1H-indazol-5-ylmethylene]-2-(methyl-piperidin-4-yl-amino)-thiazol-4-one (Example 16, 54 mg, 0.1 mmol) was added 1-bromo-2-methoxyethane (27.8 mg, 0.2 mmol) and K2CO3 (28 mg, 0.2 mmol). The mixture was stirred at 70° C. for 4 h, diluted with water and extracted with EtOAc. The combined EtOAc extracts were washed with brine, dried (Na2SO4), and evaporated. The residue was purified by flash column chromatography on silica gel (EtOAc→10% MeOH/EtOAc) to afford the desired product (30 mg, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426604B2
Source datasetuspto-grants-2013_04
ORD IDord-f407b267dc5e44bebda3b6a79e2af0cb
Source noteuspto-grants-2013_04