Diisopropylethylamine → HCID 66853421, Verbindung

HRID 1631299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1631299
Cl[C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:4]2[N:3]=1.Cl.Cl.[F:18][C:19]1[CH:20]=[N:21][CH:22]=[C:23]([C@H:25]2[CH2:29][CH2:28][CH2:27][NH:26]2)[CH:24]=1.C(N(C(C)C)CC)(C)C>C(O)(C)C>[F:18][C:19]1[CH:24]=[C:23]([CH:25]2[CH2:29][CH2:28][CH2:27][N:26]2[C:2]2[CH:7]=[CH:6][N:5]3[N:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:4]3[N:3]=2)[CH:22]=[N:21][CH:20]=1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 58063474Ethyl 5-chloropyrazolo(1,5-a)pyrimidine-3-carboxylateHCID 668475753-fluoro-5-((2R)-pyrrolidin-2-yl)pyridine dihydrochloride

Produkt 1

HCID 66853421HCID 66853421, VerbindungAusbeute 68,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (Preparation B; 0.50 g, 2.22 mmol), (R)-3-fluoro-5-(pyrrolidin-2-yl)pyridine dihydrochloride (0.53 g, 2.22 mmol) and diisopropylethylamine (1.46 mL, 8.86 mmol) were combined in isopropanol (2 mL) and heated at 95° C. for 70 hours. The crude product was purified by reverse phase chromatography, eluting with 0-50% acetonitrile/water to yield the title compound (540 mg, 68.6% yield). MS (apci) m/z=356.0 (M+H).

Aufarbeitung

  1. customThe crude product was purified by reverse phase chromatography
  2. washeluting with 0-50% acetonitrile/water

Quellen und Nachweise

ORD-Eintrag
ord-6de0747d9d0a4ccca67107ad1135f228
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791123B2

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