Hydrogen chloride-ethyl acetate → 4-(1,7-diazaspiro[4.5]dec-7-yl)-7H-pyrrolo[2,3-d]pyrimidine

HRID 1912445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1912445
C(OC([N:8]1[C:12]2([CH2:17][CH2:16][CH2:15][N:14]([C:18]3[C:19]4[CH:26]=[CH:25][NH:24][C:20]=4[N:21]=[CH:22][N:23]=3)[CH2:13]2)[CH2:11][CH2:10][CH2:9]1)=O)(C)(C)C.Cl.C(OCC)(=O)C.Cl.CO>C(Cl)(Cl)Cl>[NH:8]1[C:12]2([CH2:17][CH2:16][CH2:15][N:14]([C:18]3[C:19]4[CH:26]=[CH:25][NH:24][C:20]=4[N:21]=[CH:22][N:23]=3)[CH2:13]2)[CH2:11][CH2:10][CH2:9]1

Komponenten

5

Edukt 3

HCID 21866389Hydrogen chloride-ethyl acetateHCID 21893726Hydrochloride methanolHCID 582933867-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,7-diazaspiro[4.5]decane-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 582932974-(1,7-diazaspiro[4.5]dec-7-yl)-7H-pyrrolo[2,3-d]pyrimidineAusbeute 69,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 7-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,7-diazaspiro[4.5]decane-1-carboxylic acid tert-butyl ester (60 mg) in chloroform (1.0 ml) were added 4M hydrochloric acid-ethyl acetate (1.5 ml) and 2M hydrochloric acid-methanol (0.5 ml), and the mixture was stirred at room temperature for 2.5 hours. The reaction mixture was concentrated under reduced pressure, and then azeotroped with toluene. The residue was neutralized by the addition of 4M aqueous sodium hydroxide solution, and thereto was added saturated aqueous sodium chloride solution. The mixture was extracted with chloroform. The separated organic solvent was concentrated under reduced pressure to give the titled compound (30 mg).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customazeotroped with toluene
  3. additionThe residue was neutralized by the addition of 4M aqueous sodium hydroxide solution
  4. additionwas added saturated aqueous sodium chloride solution
  5. extractionThe mixture was extracted with chloroform
  6. concentrationThe separated organic solvent was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cf85616bd4cd4d88a61d5c30ad58fec8
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609647B2

Notizen zur Reaktion

Wird geladen…