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

HRID 1015765Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1015765
[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-19b32bda9a3640b5a76eee6b1e5903fc
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07985862B2

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