HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052210Generated: October 30, 2026
Dimethylformamide → HCID 136333946, compound
https://huagongshe.com/reaction/1052210
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 136333941 | HCID 136333941 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136333946 | HCID 136333946 | 29.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388195B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-727a0c4b96e54ae7ba9dd60148635ead |
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| Source note | uspto-grants-2016_07 |
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