2-Iodo-3-methylbenzoic acid → 3-Methyl-2-(1H-pyrazol-1-YL)benzoic acid

HRID 2175011

Reaction equation

HRID 2175011 reaction equation
ClC1[N:7]=[C:6](C)[C:5](CC)=[C:4](C)[N:3]=1.[CH3:12][C:13]1[C:14](I)=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16]([OH:18])=[O:17].FC1C(I)=C(C=CC=1)C(O)=O>>[CH3:12][C:13]1[C:14]([N:7]2[CH:6]=[CH:5][CH:4]=[N:3]2)=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16]([OH:18])=[O:17]

Participants

4

Reactant 3

HCID 27593652-Iodo-3-methylbenzoic acidHCID 198466592-Chloro-5-ethyl-4,6-dimethylpyrimidineHCID 223203083-Fluoro-2-iodobenzoic acid

Product 1

HCID 534097613-Methyl-2-(1H-pyrazol-1-YL)benzoic acid

Procedure

The title compound was prepared in a manner analogous to Intermediate 36 substituting 3-methyl-2-iodobenzoic acid for 3-fluoro-2-iodobenzoic acid. 1H NMR (500 MHz, CDCl3): 7.79 (d, J=7.4 Hz, 2H), 7.48 (d, J=7.5 Hz, 1H), 7.42 (t, J=7.6 Hz, 1H), 6.53 (s, 1H), 2.07 (s, 3H).

Sources & evidence

ORD record
ord-55f3504069c942ff9f3cc9adadd3edac
Source dataset
uspto-grants-2015_06
Patent number
US09062044B2

Linked notes

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