6-chloro-N-(5-methyl-4-phenyl-1,3-thiazol-2-yl)pyridine-3-carboxamide → 4-(4-methyl-4H-[1,2,4]triazol-3-yl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amide

HRID 2190566

Reaktionsgleichung

Reaktionsgleichung von HRID 2190566
[CH3:1][C:2]1[S:6][C:5]([NH:7][C:8]([C:10]2[CH:11]=[CH:12][C:13]([N:16]3[CH2:21][CH2:20][CH:19]([C:22]4C=CC=C(C(F)(F)F)C=4)[CH2:18][CH2:17]3)=[N:14][CH:15]=2)=[O:9])=[N:4][C:3]=1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.CC1SC(NC(C2CN(C3C=CC=CN=3)CCC2[C:59]2[N:63](C)[CH:62]=[N:61][N:60]=2)=O)=NC=1C1C=CC=CC=1.ClC1C=CC(C(NC2SC(C)=C(C3C=CC=CC=3)N=2)=O)=CN=1.CN1C=NN=C1C1CCNCC1>>[CH3:1][C:2]1[S:6][C:5]([NH:7][C:8]([C:10]2[CH:11]=[CH:12][C:13]([N:16]3[CH2:17][CH2:18][CH:19]([C:22]4[N:63]([CH3:62])[CH:59]=[N:60][N:61]=4)[CH2:20][CH2:21]3)=[N:14][CH:15]=2)=[O:9])=[N:4][C:3]=1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Komponenten

5

Edukt 4

HCID 33799416-chloro-N-(5-methyl-4-phenyl-1,3-thiazol-2-yl)pyridine-3-carboxamideHCID 256582494-(4-Methyl-4H-1,2,4-triazol-3-yl)piperidineHCID 593179814-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amideHCID 866415044-(4-methyl-4H-[1,2,4]triazol-3-yl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amide

Produkt 1

HCID 593180454-(4-methyl-4H-[1,2,4]triazol-3-yl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amide

Versuchsvorschrift

With a method similar to that used for the preparation of 4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amide, 4-(4-methyl-4H-[1,2,4]triazol-3-yl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amide was prepared from 6-chloro-N-(5-methyl-4-phenyl-thiazol-2-yl)-nicotinamide and 4-(4-methyl-4H-[1,2,4]triazol-3-yl)-piperidine. LCMS calcd for C24H25N7OS (m/e) 459, obsd 460 (M+H).

Quellen und Nachweise

ORD-Eintrag
ord-1fe5b422e379465eb16e49d1ed9da86e
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08324385B2

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