Water → HCID 15491481, Verbindung

HRID 567819Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 567819
FC(F)(F)C([N:5]([CH2:39][CH2:40][O:41][CH3:42])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH2:14][NH:15][C:16]2[C:21](=[O:22])[N:20]([CH2:23][C:24]([NH:26][CH2:27][C:28]3[CH:29]=[C:30]4[C:34](=[CH:35][CH:36]=3)[NH:33][CH:32]=[C:31]4[CH3:37])=[O:25])[C:19]([CH3:38])=[CH:18][N:17]=2)[CH:8]=1)=O.C(=O)([O-])[O-].[Na+].[Na+].O>CO>[CH3:42][O:41][CH2:40][CH2:39][NH:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=1)[CH2:13][CH2:14][NH:15][C:16]1[C:21](=[O:22])[N:20]([CH2:23][C:24]([NH:26][CH2:27][C:28]2[CH:29]=[C:30]3[C:34](=[CH:35][CH:36]=2)[NH:33][CH:32]=[C:31]3[CH3:37])=[O:25])[C:19]([CH3:38])=[CH:18][N:17]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 10340Sodium Carbonate2×HCID 184709502,2,2-Trifluoro-N-(2-methoxyethyl)-N-[3-(2-{[5-methyl-4-(2-{[(3-methyl-1H-indol-5-yl)methyl]amino}-2-oxoethyl)-3-oxo-3,4-dihydro-2-pyrazinyl]amino}ethyl)benzyl]acetamide

Produkt 1

HCID 15491481HCID 15491481, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

2,2,2-Trifluoro-N-(2-methoxyethyl)N-[3-(2-{[5-methyl-4-(2-{[(3-methyl-1H-indol-5-yl)methyl]amino}-2-oxoethyl)-3-oxo-3,4-dihydro-2 pyrazinyl]amino}ethyl)benzyl]acetamide (preperation 45) (110 mg, 0.18 mmol) was dissolved in methanol(15 ml) and sodium carbonate solution in water (1.5 ml, 0.765 m, 1.15 mmol) was added. The reaction mixture was stirred for 56 hrs, after which time the reaction was heated to 50° C. and sodium carbonate (1.5 ml, 1.15 mmol) was added. The mixture was heated for 18 hrs and then partitioned between ethyl acetate and water, the organic layer was washed with brine, dried over MgSO4 and the solvent evaporated under reduced pressure. The crude product was triturated with diethyl ether:methanol (1:1) to afford the title compound, 23 mg, (25%).

Aufarbeitung

  1. temperatureThe mixture was heated for 18 hrs
  2. custompartitioned between ethyl acetate and water
  3. washthe organic layer was washed with brine
  4. dry with materialdried over MgSO4
  5. customthe solvent evaporated under reduced pressure
  6. customThe crude product was triturated with diethyl ether:methanol (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-e334fbf1b04f4609ad450900d8068135
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06180627B2

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