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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591396Generated: October 25, 2026

Dimethylformamide → Methyl(6-((1,3-dimethyl-1H-pyrazol-5-yl)methoxy)-4-methyl-1-benzothiophen-3-yl)acetate

https://huagongshe.com/reaction/591396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant5-(chloromethyl)-1,3-dimethyl-1H-pyrazoleHCID 4961270—
ReactantMethyl(6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetateHCID 121001301—
SolventWaterHCID 962—
ProductMethyl(6-((1,3-dimethyl-1H-pyrazol-5-yl)methoxy)-4-methyl-1-benzothiophen-3-yl)acetateHCID 11866700270.9%

Reaction Steps

To a mixture of methyl(6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetate (150 mg) and DMF (2 mL) were added 5-(chloromethyl)-1,3-dimethyl-1H-pyrazole (101 mg) and K2CO3 (175 mg) at room temperature. The mixture was stirred at room temperature for 3 h. The mixture was poured into water at room temperature and extracted with EtOAc. The organic layer was separated, washed successively with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane). The product was crystallized from Et2O-hexane to give the title compound (155 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-c12b281d243d4a5d9ca264a03db09543
Source noteuspto-grants-2016_01