StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Sulfuric acid magnesium salt (1:1) → 2-(3,5-dimethylphenyl)-3-{2-[4-(3-methylisoxazol-5-yl)butylamino]-ethyl-}-1H-indole-5-carboxylic acid diisobutylamide

HRID 1458351
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1458351
[CH2:1]([N:5]([CH2:28][CH:29]([CH3:31])[CH3:30])[C:6]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([C:17]1[CH:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[CH:18]=1)=[C:11]2[CH2:25][CH2:26][NH2:27])=[O:7])[CH:2]([CH3:4])[CH3:3].S([O-])([O-])(=O)=O.[Mg+2].[CH3:38][C:39]1[CH:43]=[C:42]([CH2:44][CH2:45][CH2:46][CH:47]=O)[O:41][N:40]=1.[BH4-].[Na+]>>[CH2:1]([N:5]([CH2:28][CH:29]([CH3:31])[CH3:30])[C:6]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([C:17]1[CH:18]=[C:19]([CH3:24])[CH:20]=[C:21]([CH3:23])[CH:22]=1)=[C:11]2[CH2:25][CH2:26][NH:27][CH2:47][CH2:46][CH2:45][CH2:44][C:42]1[O:41][N:40]=[C:39]([CH3:38])[CH:43]=1)=[O:7])[CH:2]([CH3:4])[CH3:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 4311764Sodium borohydrideHCID 221009094-(3-Methylisoxazol-5-yl)-butyraldehydeHCID 537946513-(2-aminoethyl)-2-(3,5-dimethylphenyl)-1H-indole-5-carboxylic acid diisobutylamide

Produkt 1

HCID 676668572-(3,5-dimethylphenyl)-3-{2-[4-(3-methylisoxazol-5-yl)butylamino]-ethyl-}-1H-indole-5-carboxylic acid diisobutylamide

Versuchsvorschrift

To a solution of 3-(2-aminoethyl)-2-(3,5-dimethylphenyl)-1H-indole-5-carboxylic acid diisobutylamide (prepared essentially as described in Example 5.1, 83 mg in 2.5 mL dry CDCl3) at 0° C. was added 240 mg magnesium sulfate followed by 30.6 mg 4-(3-methylisoxazol-5-yl)-butyraldehyde and the mixture stirred at low temperature. After 15 minutes, a cold solution of sodium borohydride (30.2 mg in 1.5 mL dry methanol) was added and the mixture stirred for an additional 15 minutes. At this time the reaction was quenched by the addition of water, extracted with ethyl acetate then methylene chloride and the combined organics dried over sodium sulfate. Purification of the concentrate by preparative TLC on silica gel (methylene chloride:methanol, 9:1) gave the title compound (28 mg). m/e=557 (M+H)

Aufarbeitung

  1. customat 0° C.
  2. stirringthe mixture stirred for an additional 15 minutes
  3. customAt this time the reaction was quenched by the addition of water
  4. extractionextracted with ethyl acetate
  5. dry with materialmethylene chloride and the combined organics dried over sodium sulfate
  6. customPurification of the
  7. concentrationconcentrate by preparative TLC on silica gel (methylene chloride:methanol, 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-1db3e2d4cccb44e0908acf71673d16b4
Quelldatensatz
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05849764

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion