Hydrochloric Acid → 5-chloro-3-methyl-2-pyridin-3-yl-1H-indole hydrochloride

HRID 593491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 593491
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[C:11]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)(=O)[CH2:12][CH3:13].Cl>C(O)C>[ClH:2].[Cl:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:9][C:11]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)=[C:12]2[CH3:13]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 740741-(3-Pyridyl)propan-1-one

Produkt 1

HCID 445539625-chloro-3-methyl-2-pyridin-3-yl-1H-indole hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

5-Chloro-3-methyl-2-pyridin-3-yl-1H-indole hydrochloride is synthesized based on the method described in U.S. Pat. No. 3,468,894. (4-Chloro-phenyl)-hydrazine hydrochloride (3.0 g, 16.8 mmol) and 3-propionylpyridine (2.4 g, 17.6 mmol) in ethanol (45 mL) is heated to reflux for 6 h. The mixture is then cooled to room temperature and added to HCl (4M in 1,4-dioxane, 17.6 mL). The resulting mixture is heated to reflux for 24 h. The mixture is then cooled to room temperature and the yellow precipitate is filtered and washed with methanol (10 mL) three times to give 5-chloro-3-methyl-2-pyridin-3-yl-1H-indole hydrochloride as a yellow solid. MS (ESI) m/z 243.0 and 244.9 (M+H)+.

Aufarbeitung

  1. custom5-Chloro-3-methyl-2-pyridin-3-yl-1H-indole hydrochloride is synthesized
  2. temperatureto reflux for 6 h
  3. temperatureThe resulting mixture is heated
  4. temperatureto reflux for 24 h
  5. temperatureThe mixture is then cooled to room temperature
  6. filtrationthe yellow precipitate is filtered
  7. washwashed with methanol (10 mL) three times

Quellen und Nachweise

ORD-Eintrag
ord-227f6e728c5446ffb87eda75f0eb9916
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242963B2

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