3-Bromo-5-((S)-1-methyl-pyrrolidin-2-ylmethoxy)-pyridine 1-oxide → 3-Bromo-5-((S)-1-methyl-pyrrolidin-2-ylmethoxy)-pyridine

HRID 617364Notes

Reaction equation

HRID 617364 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[CH2:7][O:8][C:9]1[CH:10]=[N+:11]([O-])[CH:12]=[C:13]([Br:15])[CH:14]=1.[H][H]>[Ni]>[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[CH2:7][O:8][C:9]1[CH:10]=[N:11][CH:12]=[C:13]([Br:15])[CH:14]=1

Participants

4

Reactant 2

HCID 213096723-Bromo-5-((S)-1-methyl-pyrrolidin-2-ylmethoxy)-pyridine 1-oxideHCID 178418361HCID 178418361, compound

Product 1

HCID 112887213-Bromo-5-((S)-1-methyl-pyrrolidin-2-ylmethoxy)-pyridine

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A sample of 3-((1-methyl-2-(S)-pyrrolidinyl)methoxy)-5-bromo-pyridine-N-oxide, from Example 98a above, is reacted with hydrogen in the presence of Raney nickel according to the method of Y. Tamura et al., Heterocycles, 15:871-874 (1981). The solvents are removed, and the product is extracted, then purified by chromatography on silica gel.

Workup

  1. customThe solvents are removed
  2. extractionthe product is extracted
  3. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-268f3882e74c4296929a25e089eff85f
Source dataset
uspto-grants-1999_09
Patent number
US05948793

Reaction notes

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