Dichloromethane → 5-(Trifluoromethyl)-1,3-dihydro-2H-imidazo[4,5-B]pyridin-2-one

HRID 912902Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 912902
[F:1][C:2]([F:12])([F:11])[C:3]1[N:8]=[C:7]([NH2:9])[C:6]([NH2:10])=[CH:5][CH:4]=1.C1C(=O)N(OC(ON2C(=O)CCC2=O)=O)[C:15](=[O:16])C1.ClCCl>CC#N>[F:12][C:2]([F:1])([F:11])[C:3]1[N:8]=[C:7]2[NH:9][C:15](=[O:16])[NH:10][C:6]2=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 676246Di(succinimido) carbonate2×HCID 116798986-(Trifluoromethyl)pyridine-2,3-diamine

Produkt 1

HCID 115574955-(Trifluoromethyl)-1,3-dihydro-2H-imidazo[4,5-B]pyridin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of the pyridine-2,3-diamine (160 mg, 0.9 mmol) from step (b) above and N,N′-disuccinimidyl carbonate (250 mg, 0.9 mmol, Aldrich) in MeCN (5 mL) was stirred at room temperature for 13 h. Another batch of N,N′-disuccinimidyl carbonate (125 mg, 0.5 mmol, Aldrich) was added and the reaction mixture was heated at 75° C. for 90 min. The reaction mixture was cooled to room temperature and dichloromethane (20 mL) was added. The precipitate was filtered and dried under vacuo to give the title compound, which was used in the next step without additional purification. MS (ESI, pos. ion) m/z: 204 (M+1).

Aufarbeitung

  1. temperaturethe reaction mixture was heated at 75° C. for 90 min
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationThe precipitate was filtered
  4. customdried under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1dae51d6d9cc42ecbc618cb24108dfdb
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026241B2

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