Hydrazine hydrate (1:1) → HCID 178473791, Verbindung

HRID 1959848Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1959848
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10](OS(C2C=CC(C)=CC=2)(=O)=O)=[C:11]([C:14]2[S:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[N:18]=2)[C:12]#[N:13])[CH2:6][CH2:5]1)(=O)[CH3:2].[OH2:34].[NH2:35][NH2:36]>CO>[NH2:13][C:12]1[NH:36][N:35]=[C:10]([CH:7]2[CH2:8][CH2:9][N:4]([C:1](=[O:34])[CH3:2])[CH2:5][CH2:6]2)[C:11]=1[C:14]1[S:15][C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 86608764HCID 86608764, Verbindung

Produkt 1

HCID 178473791HCID 178473791, VerbindungAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of the above prepared toluene-4-sulfonic acid 1-(1-acetylpiperidin-4-yl)-2-benzothiazol-2-yl-2-cyanovinyl ester (140 mg, 0.29 mmol) and hydrazine hydrate (25 mg, 0.5 mmol) in methanol was refluxed overnight. The solvent was evaporated and the residue was purified by flash column chromatography eluting with CH2Cl2:MeOH=20:1 to yield 54 mg (55%) of 1-[4-(5-amino-4-benzothiazol-2-yl-1H-pyrazol-3-yl)-piperidin-1-yl]-ethanone. MS (ES+): 342.1 (M+1, 100%).

Aufarbeitung

  1. additionA mixture of the
  2. temperaturewas refluxed overnight
  3. customThe solvent was evaporated
  4. customthe residue was purified by flash column chromatography
  5. washeluting with CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-88f318a2d7564c69bcdddeaaffc435dd
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410272B2

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