HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216277Generated: October 27, 2026
Triethylamine → 2-Chloro-5-(chloromethyl)-N-(2,2-dimethylpropyl)pyrimidin-4-amine
https://huagongshe.com/reaction/2216277
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Neopentylamine | HCID 79882 | — |
| Reactant | 2,4-Dichloro-5-(chloromethyl)pyrimidine | HCID 13568279 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Chloro-5-(chloromethyl)-N-(2,2-dimethylpropyl)pyrimidin-4-amine | HCID 21941869 | — |
Reaction Steps
A solution of 3.47 g (17.57 mmol) of 2,4-dichloro-5-choromethyl-pyrimidine and 2.9 ml (21.08 mmol) triethylamine in 29 ml of THF is cooled to −5° C. and 2.2 ml (17.57 mmol) 2,2-dimethyl-propylamin is added over a period of 15 minutes. The reaction mixture is stirred at −5° C. for additional 2 h, then diluted with ethyl acetate and extracted once with brine. The organic layer is separated and dried over Na2SO4. Purification of the crude product by flash chromatography (hexanes/ethyl acetate) yields (2-chloro-5-chloromethyl-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine as white crystalls.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07112589B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-b3819ba2f485480681881971f8c97bb9 |
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| Source note | uspto-grants-2006_09 |
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