methyl[5-chloro-2-(4-ethyl-3-fluoropyridine-2-carbonyl)-1H-indol-3-yl]acetate → [5-Chloro-2-(4-ethyl-3-fluoropyridine-2-carbonyl)-1H-indol-3-yl]acetic Acid

HRID 396495Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 396495
C[O:2][C:3](=[O:26])[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:14])[CH:12]=2)[NH:7][C:6]=1[C:15]([C:17]1[C:22]([F:23])=[C:21]([CH2:24][CH3:25])[CH:20]=[CH:19][N:18]=1)=[O:16]>C(O)(=O)C.Cl>[Cl:14][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:15]([C:17]1[C:22]([F:23])=[C:21]([CH2:24][CH3:25])[CH:20]=[CH:19][N:18]=1)=[O:16])=[C:5]2[CH2:4][C:3]([OH:26])=[O:2]

Komponenten

4

Edukt 1

HCID 23003366methyl[5-chloro-2-(4-ethyl-3-fluoropyridine-2-carbonyl)-1H-indol-3-yl]acetate

Produkt 1

HCID 18542322[5-Chloro-2-(4-ethyl-3-fluoropyridine-2-carbonyl)-1H-indol-3-yl]acetic AcidAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A stirred solution of methyl[5-chloro-2-(4-ethyl-3-fluoropyridine-2-carbonyl)-1H-indol-3-yl]acetate (Example 111, 391.2 mg, 1.044 mmol) in acetic acid (12 ml) and 2N aqueous HCl (4 ml) was heated at reflux temperature for 24 h. After cooling to room temperature, the resulting mixture was concentrated. The residue was diluted in THF (100 ml), dried (MgSO4) and concentrated. The crude product was purified by recrystallization to afford 349.2 mg (93%) of the title compound.

Aufarbeitung

  1. temperatureat reflux temperature for 24 h
  2. concentrationthe resulting mixture was concentrated
  3. additionThe residue was diluted in THF (100 ml)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe crude product was purified by recrystallization

Quellen und Nachweise

ORD-Eintrag
ord-489dbe877c0d4f6698843ec78e7566a7
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608070B1

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