Iodoethane → HCID 13536419, compound

HRID 1494379Notes

Reaction equation

HRID 1494379 reaction equation
[CH3:1][C:2]1[NH:7][C:6]2[CH2:8][O:9][C:10](=[O:11])[C:5]=2[CH:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([F:21])([F:20])[F:19])[C:3]=1[C:22]([O:24][CH3:25])=[O:23].[H-].[Na+].[CH2:28](I)[CH3:29]>O1CCCC1>[CH2:28]([N:7]1[C:2]([CH3:1])=[C:3]([C:22]([O:24][CH3:25])=[O:23])[CH:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([F:21])([F:20])[F:19])[C:5]2[C:10](=[O:11])[O:9][CH2:8][C:6]1=2)[CH3:29]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 13193767HCID 13193767, compound

Product 1

HCID 13536419HCID 13536419, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

50 mmol of methyl 2-methyl-4-(2-trifluoromethylphenyl)-5-oxo-1,4,5,7-tetrahydrofuro-[3,4-b]pyridine-3-carboxylate are dissolved in 100 ml of anhydrous tetrahydrofuran, and 50 mmol of sodium hydride are added. After 10 minutes at room temperature, 55 mmol of ethyl iodide are added, and the mixture is boiled under reflux for 1 hour. The mixture is evaporated down, after which the residue is taken up with CH2Cl2, the solution is washed with water, dried and evaporated down, and the residue is recrystallized.

Workup

  1. temperatureunder reflux for 1 hour
  2. customThe mixture is evaporated down
  3. washthe solution is washed with water
  4. customdried
  5. customevaporated down
  6. customthe residue is recrystallized

Sources & evidence

ORD record
ord-328318e115524e73bd475fd52fa9480d
Source dataset
uspto-grants-1991_06
Patent number
US05026714

Reaction notes

Loading…