Sodium potassium tartrate tetrahydrate → HCID 21717361, compound

HRID 1386074Notes

Reaction equation

HRID 1386074 reaction equation
[C:1]([C:6]1[N:10]2[CH:11]=[CH:12][CH:13]=[C:14]([NH:15][CH2:16][C:17]3[C:22]([CH3:23])=[CH:21][C:20]([F:24])=[CH:19][C:18]=3[CH3:25])[C:9]2=[N:8][C:7]=1[CH3:26])(OCC)=[O:2].O.O.O.O.C(C(C(C([O-])=O)O)O)([O-])=O.[K+].[Na+]>C1(C)C=CC=CC=1>[CH3:23][C:22]1[CH:21]=[C:20]([F:24])[CH:19]=[C:18]([CH3:25])[C:17]=1[CH2:16][NH:15][C:14]1[C:9]2[N:10]([C:6]([CH2:1][OH:2])=[C:7]([CH3:26])[N:8]=2)[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 2724148Sodium potassium tartrate tetrahydrateHCID 21717329HCID 21717329, compound

Product 1

HCID 21717361HCID 21717361, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 0.6 g (1.7 mmol) of 3-carboethoxy-8-(2,6-dimethyl-4-fluorobenzylamino)-2-methylimidazo[1,2-a]pyridine in 30 ml toluene was cold with ice-water. Red-l 65% 2.1 g (6.6 mmol) in toluene was added during 30 min. The solution was stirred 1 h at rt. 25 ml of Rochelle-salt solution, (35 g sodium potassium tartrate tetrahydrate/250 ml water) was added dropwise and the organic layer was separated. The water layer was washed with methylene chloride which was separated. The combined organic solvents were dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, eluent dichloromethane:methanol 95:5, to give 0.42 g, (79%) of the title compound.

Workup

  1. customthe organic layer was separated
  2. washThe water layer was washed with methylene chloride which
  3. customwas separated
  4. dry with materialThe combined organic solvents were dried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel, eluent dichloromethane:methanol 95:5

Sources & evidence

ORD record
ord-3a133ad2c01c461a9c715b88f449e50f
Source dataset
uspto-grants-2001_07
Patent number
US06265415B1

Reaction notes

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