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

HRID 243883

Reaction equation

HRID 243883 reaction equation
F[C:2]1[C:3]([N:11]2[CH:15]=[CH:14][CH:13]=[N:12]2)=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[CH3:16]C1C(I)=C(C=CC=1)C(O)=O.FC1C(I)=C(C=CC=1)C(O)=O>>[CH3:16][C:2]1[C:3]([N:11]2[CH:15]=[CH:14][CH:13]=[N:12]2)=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6]

Participants

4

Reactant 3

HCID 27593652-Iodo-3-methylbenzoic acidHCID 223203083-Fluoro-2-iodobenzoic acidHCID 534097523-Fluoro-2-(1H-pyrazol-1-YL)benzoic 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 93 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-f9942c686608430dbd22ba8f57fdccb5
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Linked notes

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