HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501988Generated: October 25, 2026
tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate → (3S)-tert-butyl 4-(2-(3-cyano-4-fluoro-2-methylphenyl)-2-hydroxyethyl)-3-(hydroxymethyl)piperazine-1-carboxylate
https://huagongshe.com/reaction/1501988
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate | HCID 24820294 | — |
| Reactant | 6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile | HCID 86647307 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3S)-tert-butyl 4-(2-(3-cyano-4-fluoro-2-methylphenyl)-2-hydroxyethyl)-3-(hydroxymethyl)piperazine-1-carboxylate | HCID 71272768 | — |
Reaction Steps
6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile (12.0 g, 67.7 mmol) and (S)-4-N—BOC-2-hydroxymethylpiperazine (22.0 g. 102 mmol) were suspended in ethanol (100 mL) then heated in a microwave apparatus for 30 minutes at 150° C. The reaction mixture was cooled and evaporated dryness. The residue was purified by MPLC chromatography through a 330 g Redi-sep column eluting with 5% MeOH/95% EtOAc solvent system to yield the title compound. LC-MS: M+1=394.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206199B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-7048003afdc641c9b6f7130ddd186f65 |
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| Source note | uspto-grants-2015_12 |
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