Hydrochloric Acid → (R)-1-((S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl)-1-oxobutan-2-aminium chloride

HRID 1820279Notes

Reaction equation

HRID 1820279 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@:8]2([OH:29])[CH2:13][CH2:12][N:11]([C:14](=[O:26])[C@H:15]([NH:18]C(=O)OC(C)(C)C)[CH2:16][CH3:17])[CH2:10][C:9]2([CH3:28])[CH3:27])=[CH:4][CH:3]=1.Cl>O1CCOCC1>[Cl-:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C@@:8]2([OH:29])[CH2:13][CH2:12][N:11]([C:14](=[O:26])[C@H:15]([NH3+:18])[CH2:16][CH3:17])[CH2:10][C:9]2([CH3:28])[CH3:27])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57888904HCID 57888904, compound

Product 1

HCID 86614930(R)-1-((S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl)-1-oxobutan-2-aminium chloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl (R)-1-((S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl)-1-oxobutan-2-ylcarbamate (200 mg, 0.46 mmol) and 4 N Hydrochloric acid in dioxane (8 mL) was stirred at rt for 2 hrs. The reaction mixture was then concentrated and dried under high vacuum to yield the product, which was used in next step without further purification.

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. customdried under high vacuum
  3. customto yield the product, which
  4. customwas used in next step without further purification

Sources & evidence

ORD record
ord-ab1a6cd6cf29499e8176d97a9bc59c6f
Source dataset
uspto-grants-2009_10
Patent number
US07601844B2

Reaction notes

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