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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052210Generated: October 30, 2026

Dimethylformamide → HCID 136333946, compound

https://huagongshe.com/reaction/1052210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl bromoacetateHCID 7748—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 136333941HCID 136333941—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 136333946HCID 13633394629.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 6-(1-benzyl-3-methyl-1H-pyrazol-4-yl)-2-(pyrrolidin-2-yl)thieno[3,2-d]pyrimidin-4 (3H)-one (391 mg) produced in Example 124, step C, ethyl 2-bromoacetate (184 mg), N-ethyl-N-(1-methylethyl)propan-2-amine (258 mg) and N,N-dimethylformamide (5 mL) was stirred at 60° C. for 2 hr. Ethyl acetate (50 mL) and water (50 mL) were added, and the separated aqueous layer was extracted with ethyl acetate (10 mL×2). The combined organic layers were washed with brine (20 mL) and dried over anhydrous magnesium sulfate. Insoluble material was removed by filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by basic silica gel column chromatography (ethyl acetate/hexane) to give the title compound (140 mg) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388195B2
Source datasetuspto-grants-2016_07
ORD IDord-727a0c4b96e54ae7ba9dd60148635ead
Source noteuspto-grants-2016_07