HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2322Generated: October 28, 2026
Dimethylformamide → 2-Chloro-5-(3-thienylmethoxy)pyrimidine
https://huagongshe.com/reaction/2322
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Chloromethyl)thiophene | HCID 12487462 | — |
| Reactant | 2-Chloro-5-pyrimidinol | HCID 14595700 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Chloro-5-(3-thienylmethoxy)pyrimidine | HCID 19689522 | 99.3% |
Reaction Steps
A mixture of 2-chloro-5-hydroxypyrimidine (200 mg), 3-chloromethylthiophene (610 mg), potassium carbonate (635 mg) and dimethylformamide (3 ml) is stirred at 50° C. for one hour. After the reaction is complete, to the reaction mixture is added water, and extracted with ethyl acetate. The organic layer is washed with water and saturated brine, dried, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (solvent; n-hexane/ethyl acetate=20:1→20:3), and evaporated to remove the solvent to give 2-chloro-5-(3-thienylmethoxy)pyrimidine (345 mg) as colorless needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05728706 |
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| Source dataset | uspto-grants-1998_03 |
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| ORD ID | ord-271624f9843942ab8442a38e02129aa7 |
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| Source note | uspto-grants-1998_03 |
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