Triethylamine → HCID 21460779, compound

HRID 2396327Notes

Reaction equation

HRID 2396327 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13].[CH2:16](N(CC)CC)C.[F:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](Cl)=[O:29])=[CH:26][CH:25]=1.C(OCC)(=O)C>C(Cl)Cl>[F:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](=[O:29])[CH2:16][NH:1][C:2]2[C:10]3[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=3)[NH:4][C:3]=2[C:12]([O:14][CH3:15])=[O:13])=[CH:26][CH:25]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 678794-Fluorobenzoyl chlorideHCID 15337900HCID 15337900, compound

Product 1

HCID 21460779HCID 21460779, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Suspend the 3-amino-2-carbmethoxy-6-chloroindole (1.15 g, 5.12 mmol) in methylene chloride (80 mL) and add triethylamine (0.497 mL, 5.5 mmol). Addthe p-fluorobenzoyl chloride (0.650 mL, 5.5 mmol) and stir for 30 minutes at room temperature to produce a precipitate. Dilute the reaction with ethyl acetate (150 mL), rinse with water, dry over magnesium sulfate, filter and concentrate in vacuo to yield the title compound.

Workup

  1. customto produce a precipitate
  2. additionDilute
  3. washrinse with water
  4. dry with materialdry over magnesium sulfate
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-c07652cc77054206895e75fddadde2db
Source dataset
uspto-grants-1996_02
Patent number
US05491153

Reaction notes

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