3-Borono-4-chlorobenzoic acid → 4-Chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid

HRID 448939Notes

Reaction equation

HRID 448939 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([Cl:13])=[C:8](B(O)O)[CH:9]=1)([OH:3])=[O:2].Br[C:15]1[C:20]([C:21]#[N:22])=[CH:19][C:18]([C:23]([F:26])([F:25])[F:24])=[N:17][CH:16]=1>>[Cl:13][C:7]1[C:8]([C:15]2[CH:16]=[N:17][C:18]([C:23]([F:25])([F:26])[F:24])=[CH:19][C:20]=2[C:21]#[N:22])=[CH:9][C:4]([C:1]([OH:3])=[O:2])=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 177502283-Borono-4-chlorobenzoic acidHCID 569733155-Bromo-2-(trifluoromethyl)isonicotinonitrile

Product 1

HCID 686024454-Chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid

Procedure

Similarly, 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid was prepared according to the above procedure from 5-carboxy-2-chloro-phenylboronic acid and 5-bromo-2-trifluoromethyl-isonicotinonitrile 1-1.

Sources & evidence

ORD record
ord-6a4b1e216e694b15af581e2f575cc73a
Source dataset
uspto-grants-2013_07
Patent number
US08481738B2

Reaction notes

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