HCID 22449944, compound → HCID 70178280, compound

HRID 2186803Notes

Reaction equation

HRID 2186803 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([OH:29])[CH:11]([N:16]2[CH2:21][CH2:20][CH:19]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:18][CH2:17]2)[CH2:12][N:13]([CH3:15])[CH3:14])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([OH:29])[CH:11]([N:16]2[CH2:17][CH2:18][CH:19]([CH2:22][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH2:20][CH2:21]2)[CH2:12][N:13]([CH3:15])[CH3:14])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 22449944HCID 22449944, compound

Product 1

HCID 70178280HCID 70178280, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 5 g (+) threo 1-(p-nitro-phenyl)-2-(4-benzylpiperidin-1-yl)-3-dimethylaminopropan-1-ol and 0.5 g of Pd/C 10% in 50 ml of ethanol was hydrogenated at normal pressure at 50° C. After removal of the catalist, the solution was concentrated to small volume affording 3.1 g of (+) threo 1-(p-amino-phenyl)-2-(4-benzylpiperidin-1-yl) -3-dimethylaminopropan-1-ol, m.p. 121-125° C.

Workup

  1. customwas hydrogenated at normal pressure at 50° C
  2. customAfter removal of the catalist
  3. concentrationthe solution was concentrated to small volume

Sources & evidence

ORD record
ord-db24442b953e4929ae080464864a3222
Source dataset
uspto-grants-2002_06
Patent number
US06407122B1

Reaction notes

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