2-Chloro-6-methylnicotinic acid → 8-[1,2,3]Triazol-2-yl-naphthalene-1-carboxylic acid

HRID 1193123

Reaktionsgleichung

Reaktionsgleichung von HRID 1193123
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=O)=[C:4]([N:11]2[N:15]=[CH:14][CH:13]=[N:12]2)N=1.BrC1C=CC=C2C=1C=C([C:27]([OH:29])=[O:28])C=C2.Cl[C:31]1N=C(C)C=C[C:32]=1[C:33](O)=O>>[N:12]1[N:11]([C:4]2[CH:1]=[CH:2][CH:10]=[C:9]3[C:5]=2[C:6]([C:27]([OH:29])=[O:28])=[CH:33][CH:32]=[CH:31]3)[N:15]=[CH:14][CH:13]=1

Komponenten

4

Edukt 3

HCID 1217242-Chloro-6-methylnicotinic acidHCID 146963788-Bromonaphthalene-2-carboxylic acidHCID 670868556-Methyl-2-[1,2,3]triazol-2-yl-nicotinic acid

Produkt 1

HCID 671164598-[1,2,3]Triazol-2-yl-naphthalene-1-carboxylic acid

Versuchsvorschrift

The title compound was prepared in a manner analogous to Intermediate 47 substituting 8-bromo-2-napthoic acid for 2-chloro-6-methylnicotinic acid. The desired 8-[1,2,3]triazol-2-yl-naphthalene-1-carboxylic acid was obtained (474 mg, 16%). MS (ESI): mass calculated for C1H9N3O2, 239.20; m/z found 240.3 [M+H]+. 1H NMR (400 MHz, CD3OD): 8.13 (t, J=9.0 Hz, 2H), 7.95-7.91 (m, 3H), 7.82 (dd, J=7.4, 1.0 Hz, 1H), 7.70 (dd, J=9.8, 5.8 Hz, 1H), 7.64-7.59 (m, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-f3a91c01c7814b52bb15eb979d50cbac
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08680275B2

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