Benzylamine → N-Benzyl-6-chloro-nicotinamide

HRID 578936

Reaktionsgleichung

Reaktionsgleichung von HRID 578936
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C.[CH2:42]([NH2:49])[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>CN(C=O)C>[CH2:42]([NH:49][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([Cl:1])=[N:3][CH:4]=1)[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1

Komponenten

6

Edukt 4

HCID 7504BenzylamineHCID 8471TriethylamineHCID 792226-Chloronicotinic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Produkt 1

HCID 857488N-Benzyl-6-chloro-nicotinamideAusbeute 636,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Combined 6-chloronicotinic acid (20 g, 12.74 mmol) and HATU (72.6 g, 19.1 mmol) in DMF (200 mL) and added triethylamine (38.6 g, 38.2 mmol) drop wise, followed by benzylamine (16.36 g, 15.28 mmol) and stirred at room temperature overnight. Then the reaction mixture was poured into ice-water and stirred for 20 minutes to give a solid. The solid was collected by filtration, washed with water (30 mL×2), and dried under reduced pressure to give the title compound (20 g, 64%) as a yellow solid.

Aufarbeitung

  1. stirringstirred for 20 minutes
  2. customto give a solid
  3. filtrationThe solid was collected by filtration
  4. washwashed with water (30 mL×2)
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1ac1805544854fac96d811f5df2bf6da
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040522B2

Verknüpfte Notizen

Wird geladen…