HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206639Generated: October 29, 2026
Diisopropylethylamine → HCID 89740313, compound
https://huagongshe.com/reaction/2206639
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Reactant | (1S)-1-(Oxan-4-yl)ethan-1-amine | HCID 67033300 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 89740313 | HCID 89740313 | 60.7% |
Reaction Steps
To a solution of (S)-1-(tetrahydro-2H-pyran-4-yl)ethanamine (1.0 g, 7.75 mmol) in ethanol (15 mL) was added N,N-diisopropylethylamine (3.0 g, 23.3 mmol) and 5-bromo-2,4-dichloropyrimidine (2.0 g, 8.53 mmol) at 25° C. under N2. The reaction was stirred at 25° C. for 18 hrs. The mixture was diluted with ethyl acetate and washed with water. The crude product was purified by column chromatography on silica gel eluted with petroleum ether: ethyl acetate=20:1 to give (S)-5-bromo-2-chloro-N-(1-(tetrahydro-2H-pyran-4-yl)ethyl)Pyrimidin-4-amine (1.5 g, 60.7%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371331B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-269ac428b7554b409915e6a074863e37 |
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| Source note | uspto-grants-2016_06 |
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