Methyl 4-Amino-2-chlorobenzoate → Methyl 2-chloro-4-({2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate

HRID 56633

Reaktionsgleichung

Reaktionsgleichung von HRID 56633
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:20]#[N:21])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:18])[C:15]([OH:17])=O)[C:10](=[O:19])[CH:9]=2)[CH:7]=1.[NH2:22][C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[C:25]([Cl:33])[CH:24]=1>>[Cl:33][C:25]1[CH:24]=[C:23]([NH:22][C:15](=[O:17])[CH:14]([N:11]2[CH:12]=[CH:13][C:8]([C:6]3[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[C:20]#[N:21])=[CH:9][C:10]2=[O:19])[CH3:18])[CH:32]=[CH:31][C:26]=1[C:27]([O:29][CH3:30])=[O:28]

Komponenten

3

Edukt 2

HCID 11839197Methyl 4-Amino-2-chlorobenzoateHCID 1176228502-[4-(5-Chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoic acid

Produkt 1

HCID 117622740Methyl 2-chloro-4-({2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate

Versuchsvorschrift

120 mg (0.39 mmol) of 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoic acid (racemate) and 1.1 eq. of methyl 4-amino-2-chlorobenzoate were reacted according to General Method 5A. Following aqueous work-up, the desired product was precipitated using a mixture of a little water, acetonitrile and DMF. Yield: 69 mg (38% of theory)

Aufarbeitung

  1. customFollowing aqueous work-up, the desired product was precipitated
  2. additiona mixture of a little water, acetonitrile and DMF

Quellen und Nachweise

ORD-Eintrag
ord-cca1fedefeab430780034ca6c75fa814
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434690B2

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