[5-(4-Methyl-piperazin-1-yl)-pyridin-3-yl]-acetic acid tert-butyl ester → [5-(4-Methyl-piperazin-1-yl)-pyridin-3-yl]-acetic acid

HRID 1992636Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1992636
C([O:5][C:6](=[O:21])[CH2:7][C:8]1[CH:9]=[N:10][CH:11]=[C:12]([N:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)[CH:13]=1)(C)(C)C>Cl.O1CCOCC1>[CH3:20][N:17]1[CH2:18][CH2:19][N:14]([C:12]2[CH:13]=[C:8]([CH2:7][C:6]([OH:21])=[O:5])[CH:9]=[N:10][CH:11]=2)[CH2:15][CH2:16]1

Komponenten

4

Edukt 1

HCID 66869311[5-(4-Methyl-piperazin-1-yl)-pyridin-3-yl]-acetic acid tert-butyl ester

Produkt 1

HCID 66869047[5-(4-Methyl-piperazin-1-yl)-pyridin-3-yl]-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

[5-(4-Methyl-piperazin-1-yl)-pyridin-3-yl]-acetic acid tert-butyl ester (1.68 g, 5.77 mmol) is dissolved in 4 M HCl in dioxane (28 ml). After 1 h at 60° C., TLC analysis indicated complete consumption of starting material. The reaction mixture is cooled to RT and diluted with Et2O. The precipitate is filtered and washed with Et2O to yield the title compound, which is used in the next reaction without further purification. 1H NMR (d6-DMSO 400 MHz): δ 2.79 (s, 3H), 3.05-4.10 (br m, 8H), 3.81 (s, 2H), 8.04 (s, 1H), 8.22 (s, 1H), 8.45 (s, 1H). ES+−MS: 236.4 [M+H]+.

Aufarbeitung

  1. customconsumption of starting material
  2. additiondiluted with Et2O
  3. filtrationThe precipitate is filtered
  4. washwashed with Et2O

Quellen und Nachweise

ORD-Eintrag
ord-6457eadb02f34630b5587e41fbdadc41
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07648989B2

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