Lithium amide → 1-Methyl-3-[(1-methylethyl)thio]-5-(phenylmethoxy)-1H-indole-2-carboxamide

HRID 21595

Reaktionsgleichung

Reaktionsgleichung von HRID 21595
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:8][CH:9]=2)[C:4]([S:19][CH:20]([CH3:22])[CH3:21])=[C:3]1[C:23]([O:25]CC)=O.[NH2-:28].[Li+]>>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:8][CH:9]=2)[C:4]([S:19][CH:20]([CH3:22])[CH3:21])=[C:3]1[C:23]([NH2:28])=[O:25]

Komponenten

3

Edukt 2

HCID 24532Lithium amideHCID 15294535ethyl 1-methyl-3-[(1-methylethyl)thio]-5-(phenylmethoxy)-1H-indole-2-carboxylate

Produkt 1

HCID 152945321-Methyl-3-[(1-methylethyl)thio]-5-(phenylmethoxy)-1H-indole-2-carboxamideAusbeute 78 %

Versuchsvorschrift

Prepared from ethyl 1-methyl-3-[(1-methylethyl)thio]-5-(phenylmethoxy)-1H-indole-2-carboxylate and lithium amide as described in Example 18. After evaporation of excess ammonia, the residue is treated with ice water. The insoluble material is filtered and washed with water, then recrystallized from ethyl acetate-hexane. Yield 78%; mp 151°-154° C.

Aufarbeitung

  1. customAfter evaporation of excess ammonia
  2. additionthe residue is treated with ice water
  3. filtrationThe insoluble material is filtered
  4. washwashed with water
  5. customrecrystallized from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-a14145a8404a40248665186c7668a3e0
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424329

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