Ethyl Acetate → methyl 2-[(3-carbamoyl-5-chloro-2-iminopyridin-1(2H)-yl)methyl]-4-chlorobenzoate hydrobromide

HRID 447856Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 447856
[NH2:1][C:2]1[N:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Cl:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[C:15]([CH2:23][Br:24])[CH:14]=1.C(OCC)(=O)C>CN(C=O)C>[BrH:24].[C:4]([C:3]1[C:2](=[NH:1])[N:10]([CH2:23][C:15]2[CH:14]=[C:13]([Cl:12])[CH:22]=[CH:21][C:16]=2[C:17]([O:19][CH3:20])=[O:18])[CH:9]=[C:8]([Cl:11])[CH:7]=1)(=[O:5])[NH2:6]

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 20814722Methyl 2-(bromomethyl)-4-chlorobenzoateHCID 668768832-Amino-5-chloronicotinamide

Produkt 1

HCID 66969549methyl 2-[(3-carbamoyl-5-chloro-2-iminopyridin-1(2H)-yl)methyl]-4-chlorobenzoate hydrobromideAusbeute 15,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

(Step 3) A solution of 2-amino-5-chloronicotinamide (202 mg) and methyl 4-chloro-2-bromomethylbenzoate obtained in Step 2 (470 mg) in DMF (5 ml) was stirred overnight at 90° C. The mixture was allowed to cool to room temperature, ethyl acetate was added, and the precipitated crystals were collected by filtration. The obtained crystals were recrystallized from ethanol and ethyl acetate to give the title compound (78 mg).

Aufarbeitung

  1. filtrationthe precipitated crystals were collected by filtration
  2. customThe obtained crystals were recrystallized from ethanol and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-b85af4f09b204dc8866cda9470800f6f
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481569B2

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