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

HRID 1016209Notes

Reaction equation

HRID 1016209 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-34e563074f144b28b4e2cb184d9aa5f6
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

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