HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644464Generated: November 1, 2026
Diisopropylethylamine → 2-[(3R,4S)-4-(Dibenzylamino)-3-methoxypiperidin-1-yl]ethanol
https://huagongshe.com/reaction/1644464
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethanol, 1-bromo- | HCID 14202443 | — |
| Reactant | Methyl(3S,4R)-4-{[(benzyloxy)carbonyl]amino}-1-(2-hydroxyethyl)piperidine-3-carboxylate | HCID 66774341 | — |
| Reactant | cis-3-methoxy-N,N-bis(phenylmethyl)-4-piperidinamine | HCID 67922653 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[(3R,4S)-4-(Dibenzylamino)-3-methoxypiperidin-1-yl]ethanol | HCID 60201775 | 68% |
Reaction Steps
A mixture of cis(±)N,N-dibenzyl-3-methoxypiperidin-4-amine (1.7 g, 5.5 mmol) (WO 2005/068461), bromoethanol (0.5 mL, 7.1 mmol), and N,N-diisopropylethylamine (1.4 mL, 8.3 mmol) were reacted as described for Intermediate 37, but heating for one hour at 70° C. Chromatography on silica gel with 5% methanol in dichloromethane containing 0.25% ammonium hydroxide gave 1.3 g (68%) of product as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08124602B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-7c404da302b9431593b0af25b655cf01 |
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| Source note | uspto-grants-2012_02 |
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