Triethylamine → HCID 58629071, Verbindung

HRID 1678048Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1678048
Cl[C:2]1[C:3]2[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[S:8][C:4]=2[N:5]=[CH:6][N:7]=1.Cl.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]([NH2:25])[CH3:24])=[CH:19][CH:18]=1.C(N(CC)CC)C>CN(C=O)C.O>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]([NH:25][C:2]2[C:3]3[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[S:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH3:24])=[CH:19][CH:18]=1

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 122252624-Chloro-6-nitrothieno(2,3-d)pyrimidineHCID 17938752HCID 17938752, Verbindung

Produkt 1

HCID 58629071HCID 58629071, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 4-chloro-6-nitrothieno[2,3-d]pyrimidine (prepared as disclosed in Bull. Chim. Soc. Fr. 1975, 3-4, Pt. 2, 592) (500 mg, 2.3 mmol), 1-(4-methoxyphenyl)ethanamine HCl (513 mg, 2.8 mmol), and triethylamine (581 mg, 5.7 mmol) in DMF (7 mL) was allowed to react for 24 hours at 20° C. The reaction mixture was diluted with water and extracted thrice into Et2O. The organic portions were combined, washed with brine, and dried (Na2SO4). The mixture was filtered through silica gel, and the solvent was removed in vacuo. The residue was purified by flash chromatography (40 percent EtOAc in pentane), yielding 385 mg.

Aufarbeitung

  1. customto react for 24 hours at 20° C
  2. extractionextracted thrice into Et2O
  3. washwashed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationThe mixture was filtered through silica gel
  6. customthe solvent was removed in vacuo
  7. customThe residue was purified by flash chromatography (40 percent EtOAc in pentane)
  8. customyielding 385 mg

Quellen und Nachweise

ORD-Eintrag
ord-868f58824ea64c278a1c9a23750d7c16
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008487B2

Notizen zur Reaktion

Wird geladen…