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2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester → Nicardipine

HRID 2074034
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2074034
[CH3:1][C:2]1[NH:3][C:4]([CH3:25])=[C:5]([C:22]([OH:24])=[O:23])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[C:7]=1S(OC)(=O)=O.CC1NC(C)=C(C(O)=O)C([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=2[C:42](F)(F)F)C=1[N+]([O-])=O.C[C:51]1[NH:52][C:53]([CH3:72])=C(C(O)=O)C(C2C3NOOC=3C=CC=2)C=1[N+]([O-])=O.CC1NC(C)=C(C(O)=O)C(C2C=CC=CC=2C(F)(F)F)C=1C#N.CC1NC(C)=C(C(O)=O)C(C2C=CC=C([N+]([O-])=O)C=2)C=1[C:103]([O:105][CH3:106])=[O:104]>C(O)(C)C.C(O)C.CO>[CH3:1][C:2]1[NH:3][C:4]([CH3:25])=[C:5]([C:22]([O:24][CH2:72][CH2:53][N:52]([CH2:42][C:37]2[CH:36]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH3:51])=[O:23])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[C:7]=1[C:103]([O:105][CH3:106])=[O:104]
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Komponenten

9

Edukt 5

HCID 1733222,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl esterHCID 131211931,4-Dihydro-2,6-dimethyl-3-nitro-4-(trifluoromethylphenyl)-pyridine-5-carboxylic acid2×HCID 15050297(+)-2,6-Dimethyl-3-cyano-4-(2-trifluoromethylphenyl)-5-carboxy-1,4-dihydropyridine2×HCID 19856659(+)-2,6-Dimethyl-3-methoxysulfonyl-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine2×
HCID 86743878
(+)-2,6-Dimethyl-3-nitro-4-(4-benzodioxazolyl)-5-carboxy-1,4-dihydropyridine
2×

Produkt 1

HCID 4474Nicardipine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

Similarly, proceeding as in parts (A)(1) and (B) above but substituting (+)-2,6-dimethyl-3-methoxysulfonyl-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine, (-)-2,6-dimethyl-3-methoxysulfonyl-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine, (+)-2,6-dimethyl-3-dimethylphosphonyl-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine, (-)-2,6-dimethyl-3-dimethylphosphonyl-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine, (+)-2,6-dimethyl-3-diethylphosphonyl-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine, (-)-2,6-dimethyl-3-diisopropylphosphonyl-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine, (+)-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)-5-carboxy-1,4-dihydropyridine, (-)-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)-5-carboxy-1,4-dihydropyridine, (+)-2,6-dimethyl-3-nitro-4-(4-benzodioxazolyl)-5-carboxy-1,4-dihydropyridine, (-)-2,6-dimethyl-3-nitro-4-(4-benzodioxazolyl)-5-carboxy-1,4-dihydropyridine, (+)-2,6-dimethyl-3-cyano-4-(2-trifluoromethylphenyl)-5-carboxy-1,4-dihydropyridine, or (-)-2,6-dimethyl-3-cyano-4-(2-trifluoromethylphenyl)-5-carboxy-1,4-dihydropyridine, for (+)-2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine, and using methanol, ethanol, isopropanol, the following compounds are prepared:

Aufarbeitung

  1. customthe following compounds are prepared

Quellen und Nachweise

ORD-Eintrag
ord-5495f0c6917b41c1b11d3094aadcfa01
Quelldatensatz
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04920225

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