Sodium Hydroxide → HCID 178450080, Verbindung

HRID 1368554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1368554
C1(C(=[N:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[CH:21]=[C:20]([C:25]([C:30]2[N:31]=[CH:32][N:33](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH:34]=2)([OH:29])[CH:26]([CH3:28])[CH3:27])[CH:19]=[CH:18]3)C2C=CC=CC=2)C=CC=CC=1.NC1C=C2C(=CC=1)C=C(C(C1N=CN(C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)C=1)(O)C(C)C)C=C2.[CH3:94][S:95](Cl)(=[O:97])=[O:96].[OH-].[Na+]>ClCCl.N1C=CC=CC=1>[OH:29][C:25]([C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][CH:19]=1)[CH:16]=[C:15]([NH:14][S:95]([CH3:94])(=[O:97])=[O:96])[CH:24]=[CH:23]2)([C:30]1[N:31]=[CH:32][NH:33][CH:34]=1)[CH:26]([CH3:28])[CH3:27]

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 31297Methanesulfonyl chlorideHCID 22018326HCID 22018326, VerbindungHCID 22018411HCID 22018411, Verbindung

Produkt 1

HCID 178450080HCID 178450080, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

In a similar manner to that described in Example 51-(ii), a reaction was carried out by using 1-{6-[(diphenylmethylene)amino]naphthalen-2-yl}-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (2.0 g) to give crude product containing 1-(6-aminonaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol as a pale yellow oily substance. The crude product was dissolved in dichloromethane (10 ml). To the solution were added pyridine (0.71 ml) and methanesulfonyl chloride (0.34 ml) under ice cooling, and the mixture was stirred for 30 min. To the mixture was added 0.1N-aqueous solution of sodium hydroxide, and the mixture was extracted with ethyl acetate, washed with saturated sodium chloride solution and dried. The solvent was distilled off. The residue was purified by column chromatography (eluent, hexane:ethyl acetate=1:1) to give the titled compound (1.16 g) as a pale yellow powder.

Aufarbeitung

  1. customto give crude product
  2. extractionthe mixture was extracted with ethyl acetate
  3. washwashed with saturated sodium chloride solution
  4. customdried
  5. distillationThe solvent was distilled off
  6. customThe residue was purified by column chromatography (eluent, hexane:ethyl acetate=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-fef7cdf58c1d49308e8f0e18adb93ee2
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06573289B1

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