1,4-Dioxane hydrochloride → HCID 66906275, compound

HRID 1691725Notes

Reaction equation

HRID 1691725 reaction equation
C(OC([N:8]([CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]2[C:36]([Cl:37])=[CH:35][C:31]([C:32]([OH:34])=[O:33])=[CH:30][N:29]=2)[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.Cl.O1CCOCC1>>[ClH:37].[Cl:37][C:36]1[C:28]([N:25]2[CH2:26][CH2:27][CH:22]([CH2:21][NH:8][C@@H:9]([C:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]=[CH:13][CH:12]=3)[CH3:10])[CH:23]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH2:24]2)=[N:29][CH:30]=[C:31]([CH:35]=1)[C:32]([OH:34])=[O:33]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 66906166HCID 66906166, compound

Product 1

HCID 66906275HCID 66906275, compound

Procedure

To 141 mg of the crude product of 6-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-5-chloronicotinic acid was added 2.0 mL of a 4 M hydrogen chloride/1,4-dioxane solution. After stirring at room temperature for 2 hours, the reaction mixture was concentrated under reduced pressure, and to the obtained residue were added ethanol, followed by crystallization to obtain 49.8 mg of 5-chloro-6-[4-({[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]nicotinic acid hydrochloride as a white solid.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionto the obtained residue were added ethanol
  3. customfollowed by crystallization

Sources & evidence

ORD record
ord-3547b319a63d4adc9e4838197a14d023
Source dataset
uspto-grants-2012_04
Patent number
US08153658B2

Reaction notes

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