HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092674Generated: November 1, 2026
Dimethylformamide → 4-(2-Butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidine
https://huagongshe.com/reaction/1092674
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,3-Dimethylpyrrolidine | HCID 14949211 | — |
| Reactant | 4-(2-Butynyloxy)-5-fluoro-6-chloropyrimidine | HCID 22599717 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(2-Butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidine | HCID 11507222 | 31.7% |
Reaction Steps
Into 4 ml of N,N-dimethylformamide was resolved 0.36 g of 4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine, 0.62 g of potassium carbonate and 0.25 g of 3,3-dimethylpyrrolidine was added therein, and the mixture was stirred for 6 hours at 80° C. The reaction mixture was cooled to near room temperature, ethyl acetate was added therein, and the mixture was washed with a saturated sodium chloride aqueous solution three times. The organic layers were dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.15 g of 4-(2-butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidine (hereinafter, referred to as Compound (28)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129526B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-d8715375c8804bc6a832e0f15e5c09b9 |
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| Source note | uspto-grants-2012_03 |
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