Sodium Carbonate → HCID 178505624, Verbindung

HRID 271342Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 271342
Cl.[F:2][CH:3]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[F:19])[CH2:4][O:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH2:12])[CH2:8][CH2:7]1.Cl[C:21]1[N:26]=[CH:25][N:24]=[C:23]2[N:27]([CH:30]3[CH2:35][CH2:34][CH2:33][CH2:32][O:31]3)[N:28]=[CH:29][C:22]=12.C(=O)([O-])[O-].[Na+].[Na+]>CC(O)C>[F:2][CH:3]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[F:19])[CH2:4][O:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:21]2[N:26]=[CH:25][N:24]=[C:23]3[N:27]([CH:30]4[CH2:35][CH2:34][CH2:33][CH2:32][O:31]4)[N:28]=[CH:29][C:22]=23)[CH2:8][CH2:7]1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 2394984-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidineHCID 178479279HCID 178479279, Verbindung

Produkt 1

HCID 178505624HCID 178505624, VerbindungAusbeute 100,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 0.52 g trans-4-[2-fluoro-2-(2-fluorophenyl)ethoxy]-cyclohexanamine hydrochloride, 0.46 g of 4-chloro-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine, and 1 g of powdered sodium carbonate in 25 mL of 2-propanol was heated to 80° C. under nitrogen overnight. The mixture was cooled, filtered and the solid washed with 3×50 mL portions of 10% methanol in chloroform. The combined extracts were concentrated under reduced pressure. Chromatography over silica gel eluting with a gradient of 50%-100% ethyl acetate in hexane gave 0.82 g of product as a white solid: MS (m+1)=458.4.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. washthe solid washed with 3×50 mL portions of 10% methanol in chloroform
  4. concentrationThe combined extracts were concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f118c036d90f425b928d66ab02323387
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452893B2

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