Diisopropylethylamine → 2-Benzothiazol-2-ylmethylpiperidin-1-yl-[5-(4-fluorophenyl)-2-methylthiazol-4-yl]-methanone

HRID 598588Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 598588
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][C:8]1[S:9][C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[F:50][C:51]1[CH:56]=[CH:55][C:54]([C:57]2[S:61][C:60]([CH3:62])=[N:59][C:58]=2[C:63](O)=[O:64])=[CH:53][CH:52]=1>CN(C=O)C>[S:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=[C:8]1[CH2:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][N:1]1[C:63]([C:58]1[N:59]=[C:60]([CH3:62])[S:61][C:57]=1[C:54]1[CH:55]=[CH:56][C:51]([F:50])=[CH:52][CH:53]=1)=[O:64]

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 223241255-(4-Fluorophenyl)-2-methyl-1,3-thiazole-4-carboxylic acidHCID 231463502-Piperidin-2-ylmethylbenzothiazole

Produkt 1

HCID 231463432-Benzothiazol-2-ylmethylpiperidin-1-yl-[5-(4-fluorophenyl)-2-methylthiazol-4-yl]-methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Piperidin-2-ylmethylbenzothiazole, D30 (0.135 g), HATU (0.228 g), diisopropylethylamine (0.300 ml) and 5-(4-fluorophenyl)-2-methylthiazol-4-carboxylic acid (0.144 g) were dissolved in dry DMF and shaken at room temperature for 16 hours. The solvent was then evaporated and the residue partitioned between dichloromethane and brine. The organic layer was dried (MgSO4), evaporated and the residue chromatographed over silica gel. Elution with diethyl ether provided the title compound as a foam (220 mg).

Aufarbeitung

  1. customThe solvent was then evaporated
  2. customthe residue partitioned between dichloromethane and brine
  3. dry with materialThe organic layer was dried (MgSO4)
  4. customevaporated
  5. customthe residue chromatographed over silica gel
  6. washElution with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-a10ae89149814b5d82906c35b9463ef7
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897618B2

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