Trifluoroacetic acid methylene chloride → 1-(2-Methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol

HRID 585064

Reaktionsgleichung

Reaktionsgleichung von HRID 585064
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH:15]([OH:28])[CH2:16][O:17][C:18]2[CH:19]=[CH:20][C:21]3[S:25][C:24]([CH3:26])=[N:23][C:22]=3[CH:27]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.C(Cl)Cl>CC(C)=O.C(=O)([O-])[O-].[K+].[K+]>[CH3:26][C:24]1[S:25][C:21]2[CH:20]=[CH:19][C:18]([O:17][CH2:16][CH:15]([OH:28])[CH2:14][N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[CH:27][C:22]=2[N:23]=1

Komponenten

5

Edukt 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 219355284-[2-Hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]-piperazine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 219116911-(2-Methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 11430Potassium CarbonateLösungsmittel

Versuchsvorschrift

A solution of 4-[2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]-piperazine-1-carboxylic acid tert-butyl ester, a compound of formula (5) (2.0 g, 4.9 mmol), and 25% trifluoroacetic acid/methylene chloride (20 ml) was allowed to stir at room temperature overnight. The solvent was evaporated (in vacuo) to yield an oil. The oil was diluted with acetone (20 ml) and solid potassium carbonate was added until the foaming stopped. The resulting mixture was allowed to stir overnight. The solution was filtered through Celite 512, and the filtrate was evaporated (in vacuo), to yield an oil. The oil was placed under high vacuum overnight, to yield 1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol, as a clear viscous oil (3.4 g. 6.3 mmol).

Aufarbeitung

  1. customThe solvent was evaporated (in vacuo)
  2. customto yield an oil
  3. additionwas added until the foaming
  4. stirringto stir overnight
  5. filtrationThe solution was filtered through Celite 512
  6. customthe filtrate was evaporated (in vacuo)
  7. customto yield an oil
  8. customwas placed under high vacuum overnight

Quellen und Nachweise

ORD-Eintrag
ord-d07b9fcd9cd9436785e486ee7507f440
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06930111B2

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