Sodium hydride → 2-Methyl-5-[6-phenyl-5-(4-trifluoromethyl-phenyl)-pyridazin-3-yloxy]-benzothiazole

HRID 2055952

Reaktionsgleichung

Reaktionsgleichung von HRID 2055952
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:5]=2[N:6]=1.Cl[C:13]1[N:18]=[N:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:15]([C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=2)[CH:14]=1.[H-].[Na+]>CN(C=O)C>[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([O:11][C:13]3[N:18]=[N:17][C:16]([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)=[C:15]([C:25]4[CH:26]=[CH:27][C:28]([C:31]([F:32])([F:34])[F:33])=[CH:29][CH:30]=4)[CH:14]=3)=[CH:7][C:5]=2[N:6]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 6997992-Methyl-1,3-benzothiazol-5-olHCID 218651896-Chloro-3-phenyl-4-(4-trifluoromethyl-phenyl)-pyridazine

Produkt 1

HCID 104345292-Methyl-5-[6-phenyl-5-(4-trifluoromethyl-phenyl)-pyridazin-3-yloxy]-benzothiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The title compound was prepared analogous to the procedure used to prepare Example 45(f), using 2-methyl-5-benzothiazolol (117 mg, 0.7 mmol, Aldrich), 6-chloro-3-phenyl-4-(4-trifluoromethyl-phenyl)-pyridazine, (Example 13(e)), (197 mg, 0.6 mmol) and NaH (37 mg, 0.9 mmol, 60% suspension in mineral oil, Aldrich) in DMF (5 mL). Purification by flash silica gel chromatography with 2 M NH3 in MeOH/CH2Cl2 (0:1→1:49) as eluant gave the title compound as a pale-orange amorphous solid. Mp: 208-209° C. MS (ESI, pos ion.) m/z: 464 (M+1).

Aufarbeitung

  1. customThe title compound was prepared analogous to the procedure
  2. customto prepare Example 45(f)
  3. customPurification by flash silica gel chromatography with 2 M NH3 in MeOH/CH2Cl2 (0:1→1:49) as eluant

Quellen und Nachweise

ORD-Eintrag
ord-6c897b8ac3254ffd87d0ca045f19b738
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07332511B2

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