alphahydroxy-N-[1-methyl-4-(3-pyridinyl)butyl]benzeneacetamide → (S)-2-Amino-5-(3-pyridyl)pentane

HRID 2232710Notes

Reaction equation

HRID 2232710 reaction equation
OC(C1C=CC=CC=1)C([NH:5][CH:6]([CH3:16])[CH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=O>Cl>[CH3:16][C@H:6]([NH2:5])[CH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 1

HCID 13999762alphahydroxy-N-[1-methyl-4-(3-pyridinyl)butyl]benzeneacetamide

Product 1

HCID 13739742(S)-2-Amino-5-(3-pyridyl)pentane

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

As in Example 16, a solution of 16.3 g of [S-(S*,S*)]-alphahydroxy-N-[1-methyl-4-(3-pyridinyl)butyl]benzeneacetamide in 160 mL of 6N HCl was heated at reflux for 22 hours. The crude product, obtained by the usual work up was distilled to yield 8.3 g of (S)-alpha-methyl-3-pyridinebutanamine, (bp 85°-7° C./0.1 mm)

Workup

  1. temperatureat reflux for 22 hours
  2. customThe crude product, obtained by the usual work
  3. distillationup was distilled

Sources & evidence

ORD record
ord-c0a1d60c78a34ead84598d8b60918639
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

Loading…