4-Fluorophenylboronic acid → 5-(4-Fluorophenyl)pyridin-3-ylmethyl acetate

HRID 48470Notes

Reaction equation

HRID 48470 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH2:8][O:9][C:10](=[O:12])[CH3:11])[CH:5]=[N:6][CH:7]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1>>[C:10]([O:9][CH2:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([C:17]2[CH:18]=[CH:19][C:14]([F:13])=[CH:15][CH:16]=2)[CH:3]=1)(=[O:12])[CH3:11]

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 22743455HCID 22743455, compound

Product 1

HCID 227434545-(4-Fluorophenyl)pyridin-3-ylmethyl acetate

Procedure

5-Bromo-3-acetoxymethylpyridine is reacted with 4-fluorobenzeneboronic acid as described in Example 1. The 5-(4-fluorophenyl)pyridin-3-ylmethyl acetate obtained is saponified by conventional methods and subsequently oxidized to give 5-(4-fluorophenyl)nicotinic acid.

Sources & evidence

ORD record
ord-de928753122c4e818d80a8c0b2b7509f
Source dataset
uspto-grants-2004_03
Patent number
US06703509B2

Reaction notes

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