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

HRID 21337Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21337
[Br:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.CCN=C=NCCCN(C)C.C1C=C2N=NN(O)C2=CC=1.O.[C:33]([NH2:42])([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)([CH3:35])[CH3:34]>CN(C=O)C>[Br:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:42][C:33]([CH3:35])([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH3:34])=[O:6]

Komponenten

6

Edukt 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 68509CumylamineHCID 2332622-Bromopyridine-3-carboxylic acidHCID 27960291-Hydroxybenzotriazole hydrate

Produkt 1

HCID 866283362-bromo-N-(1-methyl-1-phenylethyl)nicotinamideAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In a similar manner to Step 1 of Example 137, 2-bromonicotinic acid (2.42 g, 12.0 mmol) was dissolved in DMF (48 mL), and the solution was treated with EDCI (3.45 g, 18.0 mmol), HOBT monohydrate (917 mg, 5.99 mmol) and cumylamine (3.40 mL, 24.0 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/1 to 98/2) to obtain 2-bromo-N-(1-methyl-1-phenylethyl)nicotinamide (2.91 g, yield 76%).

Aufarbeitung

  1. customfollowed by purification by flash column chromatography (chloroform/methanol=100/1 to 98/2)

Quellen und Nachweise

ORD-Eintrag
ord-8a38407f29b347a89b472a59068b3c64
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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