Potassium Carbonate → HCID 18522117, compound

HRID 413794Notes

Reaction equation

HRID 413794 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH2:5]Br.[C:11]([O:14][C:15]1[C:23]([O:24][CH3:25])=[CH:22][CH:21]=[C:20]2[C:16]=1[CH:17]=[C:18]([C:26]([O:28][CH3:29])=[O:27])[NH:19]2)(=[O:13])[CH3:12].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:11]([O:14][C:15]1[C:23]([O:24][CH3:25])=[CH:22][CH:21]=[C:20]2[C:16]=1[CH:17]=[C:18]([C:26]([O:28][CH3:29])=[O:27])[N:19]2[CH2:5][C:4]1[CH:7]=[CH:8][C:9]([Cl:10])=[C:2]([Cl:1])[CH:3]=1)(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 6397264-(Bromomethyl)-1,2-dichlorobenzeneHCID 18522118HCID 18522118, compound

Product 1

HCID 18522117HCID 18522117, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

3,4-Dichlorobenzyl bromide (1.02 g) was added to a stirred solution of methyl 4-acetoxy-5-methoxyindole-2-carboxylate (0.8 g) and potassium carbonate (0.97 g) in acetonitrile (30 ml) under an atmosphere of argon. The reaction was heated at 80° C. for 16 hours, then concentrated in vacuo and the residue partitioned between ethyl acetate and water.

Workup

  1. concentrationconcentrated in vacuo
  2. customthe residue partitioned between ethyl acetate and water

Sources & evidence

ORD record
ord-f65082adba8748de9b8a52b871c1bba5
Source dataset
uspto-grants-2003_05
Patent number
US06569888B1

Reaction notes

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