1,4-Dioxane hydrochloride → HCID 66905862, compound

HRID 1691763Notes

Reaction equation

HRID 1691763 reaction equation
C(OC([N:8]([CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28](=[O:37])[CH2:29][C:30]([CH3:36])([CH3:35])[CH2:31][C:32]([OH:34])=[O:33])[CH2:24][CH:23]1[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C@@H:9]([C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)[CH3:10])=O)(C)(C)C.[ClH:44].O1CCOCC1>>[ClH:44].[CH3:36][C:30]([CH3:35])([CH2:29][C:28]([N:25]1[CH2:26][CH2:27][CH:22]([CH2:21][NH:8][C@@H:9]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)[CH3:10])[CH:23]([C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH2:24]1)=[O:37])[CH2:31][C:32]([OH:34])=[O:33]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 66905942HCID 66905942, compound

Product 1

HCID 66905862HCID 66905862, compound

Procedure

To 265 mg of the crude 5-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-3,3-dimethyl-5-oxopentanoic acid was added 2.0 mL of a 4 M hydrogen chloride/1,4-dioxane solution, followed by stirring at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and the obtained residue was then suspended in isopropanol under heating, and then left to be cooled. The precipitate was isolated by filtration, and dried under reduced pressure to obtain 189 mg of 3,3-dimethyl-5-[4-({[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-5-oxopentanoic acid hydrochloride as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. temperatureunder heating
  3. waitleft
  4. temperatureto be cooled
  5. customThe precipitate was isolated by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-0128d72fa34a48a0bef4758716bccf9a
Source dataset
uspto-grants-2012_04
Patent number
US08153658B2

Reaction notes

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