Sodium Bicarbonate → E-2110 free base

HRID 494940Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 494940
[CH3:1][NH:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[CH:10][N:11]2[CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[CH:7][CH:6]=1)=[O:4].[CH3:20][O:21][C:22]1[C:31]([CH2:32][CH:33]=O)=[C:30]2[C:25]([C:26](=[O:37])[CH2:27][C:28]([CH3:36])([CH3:35])[O:29]2)=[CH:24][CH:23]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>C(Cl)Cl.C(O)(=O)C>[CH3:20][O:21][C:22]1[C:31]([CH2:32][CH2:33][N:17]2[CH2:18][CH2:19][CH:14]([N:11]3[C:12]4[C:8](=[CH:7][CH:6]=[C:5]([C:3]([NH:2][CH3:1])=[O:4])[CH:13]=4)[CH:9]=[CH:10]3)[CH2:15][CH2:16]2)=[C:30]2[C:25]([C:26](=[O:37])[CH2:27][C:28]([CH3:36])([CH3:35])[O:29]2)=[CH:24][CH:23]=1

Komponenten

7

Edukt 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 57682772(7-Methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehydeHCID 576828371-(piperidin-4-yl)-N-methyl-1H-indole-6-carboxamide

Produkt 1

HCID 11677552E-2110 free baseAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

120 mg of N-methyl-1-(piperidin-4-yl)-1H-indole-6-carboxamide and 120 mg of (7-methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehyde were dissolved in 8 ml of methylene chloride. Thereafter, 0.05 ml of acetic acid and 0.15 g of sodium triacetoxyborohydride were added to the reaction solution, and the obtained mixture was then stirred at room temperature for 1 hour. Thereafter, a saturated sodium bicarbonate aqueous solution was added to the reaction solution, followed by extraction with methylene chloride. The extract was dried over magnesium sulfate and then filtered. The filtrate was then concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (methanol-ethyl acetate), so as to obtain 210 mg of the subject compound.

Aufarbeitung

  1. extractionfollowed by extraction with methylene chloride
  2. dry with materialThe extract was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was then concentrated under a reduced pressure
  5. customThe residue was purified by silica gel column chromatography (methanol-ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-92a03df966f442c8be7f39df62293741
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538123B2

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