2-Bromothiazole → 2,2-Dimethyl-4-oxo-4-[4'-(1,3-thiazol-2-ylamino)-1,1'-biphenyl-4-yl]butanoic acid

Reaktionsgleichung

NC1C=CC(C2C=CC(C(=O)CC(C)(C)C(OC)=O)=CC=2)=CC=1.BrC1SC=CN=1.[S:30]1[C:34]2C=CC=C[C:33]=2[N:32]=[C:31]1[NH:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2[CH:51]=[CH:50][C:49]([C:52](=[O:60])[CH2:53][C:54]([CH3:59])([CH3:58])[C:55]([OH:57])=[O:56])=[CH:48][CH:47]=2)=[CH:42][CH:41]=1>>[CH3:58][C:54]([CH3:59])([CH2:53][C:52](=[O:60])[C:49]1[CH:48]=[CH:47][C:46]([C:43]2[CH:44]=[CH:45][C:40]([NH:39][C:31]3[S:30][CH:34]=[CH:33][N:32]=3)=[CH:41][CH:42]=2)=[CH:51][CH:50]=1)[C:55]([OH:57])=[O:56]

Komponenten

Edukt 3

HCID 764302-Bromothiazole

HCID 114759304-[4'-(1,3-Benzothiazol-2-ylamino)-1,1'-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid

HCID 21985743Methyl 4-(4'-amino-1,1'-biphenyl-4-yl)-2,2-dimethyl-4-oxobutanoate

Produkt 1

HCID 116609082,2-Dimethyl-4-oxo-4-[4'-(1,3-thiazol-2-ylamino)-1,1'-biphenyl-4-yl]butanoic acidAusbeute 24 %

Versuchsvorschrift

This compound was prepared from methyl 4-(4′-amino-1,1′-biphenyl-4-yl)-2,2-dimethyl-4-oxobutanoate (64 mg, 0.21 mmol) and 2-bromothiazole (41 mg, 0.25 mmol) in a similar manner to the method described for 4-[4′-(1,3-benzothiazol-2-ylamino)-1,1′-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid, providing 18.6 mg (24%) of the desired product. LC-MS m/z 381.4 (MH+), ret. time 2.53 min.