Water → HCID 67774576, Verbindung

HRID 530088Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530088
[CH2:1]([NH:4][C:5]1[N:6]=[C:7](Cl)[C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:16])[CH3:15])[C:9]=2[N:10]=1)[CH2:2][CH3:3].[CH3:18][CH:19]([NH2:21])[CH3:20].C(=O)([O-])[O-].[K+].[K+].O>C(O)CCC>[CH2:1]([NH:4][C:5]1[N:6]=[C:7]([NH:21][CH:19]([CH3:20])[CH3:18])[C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:16])[CH3:15])[C:9]=2[N:10]=1)[CH2:2][CH3:3]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6363IsopropylamineHCID 11430Potassium CarbonateHCID 735546564-Chloro-7-(1-methylethyl)-N-propyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine

Produkt 1

HCID 67774576HCID 67774576, VerbindungAusbeute 36,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Versuchsvorschrift

To 2-(n-propyl)amino-4-chloro-7-i-propyl-pyrrolo[2,3-d]pyrimidine (CXXXIV, 3.0 g, 12 mmol) in n-butanol (10 mL) was added propan-2-amine (1.05 g, 18 mmol) and potassium carbonate (2.5 g, 18 mmol). The resulting mixture was stirred in an autoclave equipped with a stirrer at 140° C. for 16 h. After cooling to room temperature, water was added (20 mL), and the mixture was extracted with EtOAc (3×50 mL). The combined organic layers were washed with water and then with a brine solution and dried over anhydrous Na2SO4. After the solvents were removed in vacuo, the residue was purified by flash column chromatography (PE/EtOAc=5/1 to 3/1) to yield 2-(n-propyl)amino-4-(i-propyl)amino-7-i-propyl-pyrrolo[2,3-d]pyrimidine (CXXXV, 1.2 g, 36%) as a yellow solid. LCMS: (ESI) m/z=276 (M+H)+.

Aufarbeitung

  1. customequipped with a stirrer at 140° C. for 16 h
  2. extractionthe mixture was extracted with EtOAc (3×50 mL)
  3. washThe combined organic layers were washed with water
  4. dry with materialwith a brine solution and dried over anhydrous Na2SO4
  5. customAfter the solvents were removed in vacuo
  6. customthe residue was purified by flash column chromatography (PE/EtOAc=5/1 to 3/1)

Quellen und Nachweise

ORD-Eintrag
ord-da21d1cab1694e9bb1189ac1ca4bebf3
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09351972B2

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