5-Methoxyindole → HCID 9991766, compound

HRID 624042Notes

Reaction equation

HRID 624042 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.[C:12](Cl)(=[O:16])[C:13]([Cl:15])=[O:14]>C(OCC)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[C:12](=[O:16])[C:13]([Cl:15])=[O:14]

Participants

4

Reactant 2

HCID 138725-MethoxyindoleHCID 65578Oxalyl chloride

Product 1

HCID 9991766HCID 9991766, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 5-methoxyindole (10.00 g, 67.95 mmol) in diethylether (200 mL), oxalyl chloride (7.79 mL, 88.33 mmol) was added at 0° C. After stirring at rt for 3 h, the solid was filtered off and washed with cold diethylether to yield 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetyl chloride as a orange solid which was used as such in the next step. LC-MS conditions B: tR=0.46 min, no ionization.

Workup

  1. filtrationthe solid was filtered off
  2. washwashed with cold diethylether

Sources & evidence

ORD record
ord-7442a7aa742a4c8ea716f31076bc81d9
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

Loading…