2-Methylphenyl boronic acid → 2-Chloro-4-(2-methylphenyl)nicotinic acid

HRID 1795832Notes

Reaction equation

HRID 1795832 reaction equation
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[C:7](I)[C:3]=1[C:4]([OH:6])=[O:5].[CH3:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1B(O)O>>[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[C:7]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[CH3:12])[C:3]=1[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 27332672-Methylphenyl boronic acidHCID 177501742-Chloro-4-iodonicotinic acid

Product 1

HCID 221793522-Chloro-4-(2-methylphenyl)nicotinic acidYield 90%

Procedure

In a similar manner to Reference Example 4, 2-chloro-4-iodonicotinic acid (Compound of Reference Example 1; 5.67 g) was reacted with 2-methylphenylboronic acid (3.00 g) to obtain 2-chloro-4-(2-methylphenyl)nicotinic acid (4.44 g, 90%).

Sources & evidence

ORD record
ord-470f03ff10d444899b9d28a2d8048d82
Source dataset
uspto-grants-2006_04
Patent number
US07030107B2

Reaction notes

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