Ethanolamine → HCID 59639624, Verbindung

HRID 2250056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2250056
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:21]=[CH:20][C:19](=[O:22])[N:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[CH3:29])[C:10]=3[N:11]=[C:12](S(C)(=O)=O)[N:13]=2)=[C:4]([CH3:30])[CH:3]=1.[CH2:31]([CH2:33][NH2:34])[OH:32].O.CN1[C:41](=[O:42])CCC1>CCOC(C)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:21]=[CH:20][C:19](=[O:22])[N:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[CH3:29])[C:10]=3[N:11]=[C:12]([NH:34][CH:33]([CH2:41][OH:42])[CH2:31][OH:32])[N:13]=2)=[C:4]([CH3:30])[CH:3]=1

Komponenten

6

Edukt 4

HCID 700EthanolamineHCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 59639608HCID 59639608, Verbindung

Produkt 1

HCID 59639624HCID 59639624, VerbindungAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The product of Example 121 (400 mg, 0.95 mmol) and ethanolamine (0.29 mL, 4.73 mmol) in NMP (2 mL) was stirred at 23° for 1 h. The mixture was diluted with EtOAc, washed with H2O, the organic phase was separated, EtOAc was removed in vacuo and the residue was purified by Flash chromatography on silica gel, eluting with EtOAc/hexane/triethylamine (50/50/2, v/v/v), followed by evaporation of solvent to afford a gummy residue. Trituration with H2O, gave the title compound compound 4-(4-fluoro-2-methyl-phenyl)-2-(2-hydroxy-1-hydroxymethyl-ethylamino)-8-ortho-tolyl-8H-pyrido[2,3-d]pyrimidin-7-one as a white solid (340 mg, 88%). LC-MS: 405.4 (MH+, m/z), Rt=1.85 min.

Aufarbeitung

  1. washwashed with H2O
  2. customthe organic phase was separated
  3. customEtOAc was removed in vacuo
  4. customthe residue was purified by Flash chromatography on silica gel
  5. washeluting with EtOAc/hexane/triethylamine (50/50/2, v/v/v)
  6. customfollowed by evaporation of solvent
  7. customto afford a gummy residue

Quellen und Nachweise

ORD-Eintrag
ord-fcf818365afd44d898d571e6c7de4526
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07314934B2

Notizen zur Reaktion

Wird geladen…