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

HRID 243867

Reaction equation

HRID 243867 reaction equation
CC1C=C[C:5]([C:6]([OH:8])=[O:7])=[C:4]([N:11]2[N:15]=[CH:14][CH:13]=[N:12]2)N=1.Br[C:17]1[C:18](C(O)=O)=[N:19]C=C[CH:22]=1.ClC1N=C(C)C=CC=1C(O)=O>>[N:15]1[N:11]([C:4]2[C:5]([C:6]([OH:8])=[O:7])=[N:19][CH:18]=[CH:17][CH:22]=2)[N:12]=[CH:13][CH:14]=1

Participants

4

Reactant 3

HCID 1217242-Chloro-6-methylnicotinic acidHCID 20501293-Bromopyridine-2-carboxylic AcidHCID 670868556-Methyl-2-[1,2,3]triazol-2-yl-nicotinic acid

Product 1

HCID 667422883-[1,2,3]Triazol-2-yl-pyridine-2-carboxylic acid

Procedure

The title compound was prepared in a manner analogous to Intermediate 70 substituting 3-bromo-2-pyridinecarboxylic acid for 2-chloro-6-methylnicotinic acid. MS (ESI): mass calculated for C8H6N4O2, 190.10; m/z found 191.1 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.77 (d, J=4.3 Hz, 1H), 8.26 (dt, J=6.5, 3.3 Hz, 1H), 7.88 (s, 2H), 7.65 (dd, J=8.2, 4.7 Hz, 1H).

Sources & evidence

ORD record
ord-118dfbd8519d4f50923d0036be63e290
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Linked notes

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