Triethylamine → HCID 21460672, compound

HRID 2396330Notes

Reaction equation

HRID 2396330 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:25]=[C:26]([CH:30]=[CH:31][C:32]=1[F:33])[C:27](Cl)=[O:28].C(OCC)(=O)C>C(Cl)Cl>[F:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][C:32]=1[F:33])[C:27](=[O:28])[CH2:16][NH: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]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 27245193,4-Difluorobenzoyl chlorideHCID 15337900HCID 15337900, compound

Product 1

HCID 21460672HCID 21460672, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Suspend the 3-amino-2-carbmethoxy-6-chloroindole (1.15 g, 5.2 mmol) in methylene chloride (80 mL) and add triethylamine (0,497 mL, 5.5 mmol). Addthe 3,4-difluorobenzoyl chloride (0.692 mL, 5.5 mmol) and stir for 30 minutes at room temperature to produce a precipitate. Dilute the reaction with ethyl acetate, 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-b737ffe308834a03be5890787292a111
Source dataset
uspto-grants-1996_02
Patent number
US05491153

Reaction notes

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