Sodium hydride → HCID 178422579, Verbindung

HRID 1911084

Reaktionsgleichung

Reaktionsgleichung von HRID 1911084
[C:1]1([OH:8])(O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl[C:12]1[N:21]=[C:20]([C:22]2[CH:27]=[CH:26][C:25]([N:28]([CH3:30])[CH3:29])=[C:24]([CH3:31])[CH:23]=2)[CH:19]=[C:18]2[C:13]=1[CH:14]=[CH:15][CH:16]=[N:17]2>CC(N(C)C)=O.ClCCl>[OH:8][C@H:1]1[CH2:2][CH2:3][C@H:4]([C:12]2[N:21]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([N:28]([CH3:30])[CH3:29])=[C:24]([CH3:31])[CH:23]=3)[CH:19]=[C:18]3[C:13]=2[CH:14]=[CH:15][CH:16]=[N:17]3)[CH2:5][CH2:6]1

Komponenten

6

Edukt 3

HCID 24758Sodium hydrideHCID 19352763Cyclohexane-1,1-diolHCID 446328825-Chloro-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

Produkt 1

HCID 178422579HCID 178422579, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

200 mg (1.7 mmol) cyclohexanediol was placed in 1.5 ml dimethylacetamide and 47 mg (1.17 mmol) sodium hydride (60%) were added and the mixture was stirred for 15 min at ambient temperature. Then 100 mg (0.31 mmol) 6.1 was added and the mixture was stirred for 2 h at 70° C. The reaction mixture was diluted with dichloromethane and extracted 1× with water. The organic phase was dried with MgSO4 and evaporated down. The residue was purified by chromatography (RP-HPLC-MS). The corresponding fractions were freeze-dried.

Aufarbeitung

  1. stirringthe mixture was stirred for 2 h at 70° C
  2. extractionextracted 1× with water
  3. dry with materialThe organic phase was dried with MgSO4
  4. customevaporated down
  5. customThe residue was purified by chromatography (RP-HPLC-MS)
  6. customThe corresponding fractions were freeze-dried

Quellen und Nachweise

ORD-Eintrag
ord-93609c1e40ba4922aaeff9618f212350
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604049B2

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