HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350193Generated: October 30, 2026
Dimethylformamide → HCID 69421752, compound
https://huagongshe.com/reaction/350193
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10945726 | HCID 10945726 | — |
| Reactant | HCID 178471163 | HCID 178471163 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69421752 | HCID 69421752 | 87.1% |
Reaction Steps
To a mixture of ethyl 3-(3-ethoxy-1H-pyrazol-4-yl]propionate (415 mg), 2-[N-[2-(4-chloromethylphenoxy) ethyl]-N-methylamino]pyridine (554 mg), and N,N-dimethylformamide (10 ml), sodium hydride (60%, oily, 80.0 mg) was added at 0° C., and then the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into water, which was extracted with ethyl acetate. The ethyl acetate layer was washed with water, then, with saturated aqueous sodium chloride solution, and dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and ethyl 3-[3-ethoxy-1-[4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzyl]-1H-pyrazol-4-yl]propionate (771 mg, yield: 85%) was obtained as a colorless oily substance from the fraction eluted with ethyl acetate-hexane (1:1, volume ratio).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07179823B1 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-67dd113eeae040ab9b3260629a936cd3 |
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| Source note | uspto-grants-2007_02 |
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