Sodium Hydroxide → 4-(2-pyridinyl)-1-Piperidinepropanamine

HRID 1532941Notes

Reaction equation

HRID 1532941 reaction equation
C([C@@H]([C@H](C(O)=O)O)O)(O)=O.[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:17]1[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][NH2:26])[CH2:19][CH2:18]1.[OH-].[Na+]>>[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:17]1[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][CH2:25][NH2:26])[CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 701512003-[4-(2-Pyridyl)piperidin-1-yl]propylamine l-tartrate salt

Product 1

HCID 101768154-(2-pyridinyl)-1-Piperidinepropanamine

Procedure

3-[4-(2-pyridyl)piperidin-1-yl]propylamine L-tartrate salt, (7), (1120 g, 3.0 mol) was treated with 5M NaOH (5.7 L, 28.6 mol). The suspension was extracted with isopropyl acetate (3×18 L). The combined extracts were concentrated to afford 3-[4-(2-pyridyl)-piperidin-1-yl]propylamine, (6), as a viscous oil.

Workup

  1. extractionThe suspension was extracted with isopropyl acetate (3×18 L)
  2. concentrationThe combined extracts were concentrated

Sources & evidence

ORD record
ord-0d68525d0bc34a34a743730aa9376c11
Source dataset
uspto-grants-2001_03
Patent number
US06207444B1

Reaction notes

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