HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425922Generated: October 27, 2026
Sodium hydride → 4-Chloro-6-(2-ethylpiperidino)-5-fluoropyrimidine
https://huagongshe.com/reaction/2425922
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Ethylpiperidine | HCID 94205 | — |
| Reactant | 4,6-Dichloro-5-fluoropyrimidine | HCID 11286675 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-6-(2-ethylpiperidino)-5-fluoropyrimidine | HCID 59341117 | 75.4% |
Reaction Steps
0.07 g of sodium hydride (60% oil suspension) was suspended in 3 ml of tetrahydrofuran. 1 ml of tetrahydrofuran solution of 0.14 g of 2-ethylpiperidine was added dropwise at room temperature therein slowly, and the mixture was stirred for 10 minutes. Into the mixture was added dropwise 1 ml of tetrahydrofuran solution of 0.2 g of 4,6-dichloro-5-fluoropyrimidine at room temperature, and stirred for 4 hours. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.22 g of 4-chloro-6-(2-ethylpiperidino)-5-fluoropyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07968537B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-55f6dfa962ac466098dd2a6f9bf3321b |
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| Source note | uspto-grants-2011_06 |
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