Sodium Iodide → HCID 69739358, compound

HRID 966471Notes

Reaction equation

HRID 966471 reaction equation
[CH2:1]([O:8][C:9]([C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH2:21][CH2:22]Cl)[CH:18]=2)[NH:13][C:12]=1[CH3:24])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-:25].[Na+]>CC(=O)CC>[CH2:1]([O:8][C:9]([C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH2:21][CH2:22][I:25])[CH:18]=2)[NH:13][C:12]=1[CH3:24])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 23393871HCID 23393871, compound

Product 1

HCID 69739358HCID 69739358, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To a solution of 5-(2-chloro-ethoxy)-2-methyl-1H-indole-3-carboxylic acid benzyl ester (0.873 mmol, 0.300 g, Example 1, Step A) in 10 mL of 2-butanone was added sodium iodide (8.73 mmol, 1.31 g). The solution was heated at reflux for 48 hours, cooled to room temperature, and concentrated to afford the crude product, 5-(2-iodo-ethoxy)-2-methyl-1H-indole-3-carboxylic acid benzyl ester: MS(APCI+): m/z 436.0 (M+1).

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux for 48 hours
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b2100393ca8849bea4a2f7d51cf77d9c
Source dataset
uspto-grants-2005_10
Patent number
US06951848B2

Reaction notes

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