Sodium Cyanide → 3-((1-methyl-2-(S)-pyrrolidinyl)methoxy)-5-cyan-pyridine-N-oxide

HRID 1416655Notes

Reaction equation

HRID 1416655 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-:16])[CH:12]=[C:13](Br)[CH:14]=1.[C-:17]#[N:18].[Na+]>CN(C=O)C.O>[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-:16])[CH:12]=[C:13]([C:17]#[N:18])[CH:14]=1

Participants

5

Reactant 2

HCID 8929Sodium CyanideHCID 213096723-Bromo-5-((S)-1-methyl-pyrrolidin-2-ylmethoxy)-pyridine 1-oxide

Product 1

HCID 541481283-((1-methyl-2-(S)-pyrrolidinyl)methoxy)-5-cyan-pyridine-N-oxide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A sample of 3-((1-methyl-2-(S)-pyrrolidinyl)methoxy)-5bromo-pyridine-N-oxide, from Example 98a above, is reacted with sodium cyanide in DMF and water according to standard procedures. 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-64dc8a8b20fc45a398596923958089ce
Source dataset
uspto-grants-1999_06
Patent number
US05914328

Reaction notes

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