Diisopropyl Ether → HCID 66906094, compound

HRID 1691723Notes

Reaction equation

HRID 1691723 reaction equation
C(OC([N:8]([CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]2[N:33]=[C:32]([C:34]([OH:36])=[O:35])[CH:31]=[CH:30][CH:29]=2)[CH2:24][CH:23]1[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=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:43].C(OCC)(=O)C.C(OC(C)C)(C)C>C(OCC)(=O)C>[ClH:43].[C:11]1([C@H:9]([NH:8][CH2:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[N:33]=[C:32]([C:34]([OH:36])=[O:35])[CH:31]=[CH:30][CH:29]=3)[CH2:24][CH:23]2[C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH3:10])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 21866389Hydrogen chloride-ethyl acetateHCID 66905933HCID 66905933, compound

Product 1

HCID 66906094HCID 66906094, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 75 mg of the crude 6-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]pyridine-2-carboxylic acid in 2.0 mL of ethyl acetate was added 1.00 mL of a 4 M hydrogen chloride/ethyl acetate solution at room temperature, followed by stirring for 2 hours. To the reaction mixture was added diisopropylether, and the resulting precipitate was then collected by filtration, and dried under reduced pressure to obtain 50 mg of 6-[4-({[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]pyridine-2-carboxylic acid hydrochloride as a pale yellow solid.

Workup

  1. filtrationthe resulting precipitate was then collected by filtration
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-559536b7c8ce4047b27ceaddd4f90791
Source dataset
uspto-grants-2012_04
Patent number
US08153658B2

Reaction notes

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