1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-chloro-6-methyl-N-(1-methyl-1-phenylethyl)nicotinamide

HRID 21343Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21343
[Cl:1][C:2]1[N:10]=[CH:9][C:8](C)=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:12]CN=C=NCCCN(C)C.C1C=C2N=NN(O)C2=CC=1.O.[C:34]([NH2:43])([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([CH3:36])[CH3:35]>CN(C=O)C.O>[Cl:1][C:2]1[N:10]=[C:9]([CH3:12])[CH:8]=[CH:7][C:3]=1[C:4]([NH:43][C:34]([CH3:36])([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[CH3:35])=[O:6]

Komponenten

7

Edukt 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 68509CumylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 123877302-Chloro-5-methylnicotinic acid

Produkt 1

HCID 866283402-chloro-6-methyl-N-(1-methyl-1-phenylethyl)nicotinamideAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In a similar manner to Step 1 of Example 137, 2-chloro-5-methylnicotinic acid (2.00 g, 11.7 mmol) was dissolved in DMF (40 mL), and the solution was treated with EDCI (3.35 g, 17.5 mmol), HOBT monohydrate (890 mg, 5.83 mmol) and cumylamine (3.40 mL, 23.3 mmol). The mixture was added with water. The precipitated solid was collected by filtration and dried under reduced pressure to obtain 2-chloro-6-methyl-N-(1-methyl-1-phenylethyl)nicotinamide (2.09 mg, yield 62%).

Aufarbeitung

  1. filtrationThe precipitated solid was collected by filtration
  2. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9127249f319244ed9a3d3dc663bb9562
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

Notizen zur Reaktion

Wird geladen…