2,4,6-Trimethylpyridine → HCID 23449633, compound

HRID 1838858Notes

Reaction equation

HRID 1838858 reaction equation
O[CH2:2][C:3]1[CH:4]=[C:5]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[NH:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1.N1C(C)=CC(C)=CC=1C.S([Cl:33])(C)(=O)=O.[Cl-].[Li+]>CN(C)C=O.O>[Cl:33][CH2:2][C:3]1[CH:4]=[C:5]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[NH:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1

Participants

7

Reactant 4

HCID 79532,4,6-TrimethylpyridineHCID 31297Methanesulfonyl chlorideHCID 433294Lithium ChlorideHCID 9837888HCID 9837888, compound

Product 1

HCID 23449633HCID 23449633, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of the compound prepared in example 1 (2.52 g) in dimethylformamide (30 ml) were added 2,4,6-collidine (3.96 ml), mesyl chloride (929 μl) and lithium chloride (593 mg). The mixture was stirred for 2 hours at room temperature. The reaction mixture was poured into water and the precipitate was collected by filtration. The precipitate was washed with water, methanol and ether to give the title compound (2.50 g) having the following physical data.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washThe precipitate was washed with water, methanol and ether

Sources & evidence

ORD record
ord-db0565879cb745678a67c0c6952daf51
Source dataset
uspto-grants-2004_01
Patent number
US06677333B1

Reaction notes

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