4-Bromopyridine → 4-(4-Bromophenyl)pyridine

HRID 382161Notes

Reaction equation

HRID 382161 reaction equation
C1(C2C=CC=CC=2)C=CC(C2C=COC=2)=CC=1.Br[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1.[Br:25][C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1>>[Br:25][C:26]1[CH:31]=[CH:30][C:29]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)=[CH:28][CH:27]=1

Participants

4

Reactant 3

HCID 142684-BromopyridineHCID 79599(4-Bromophenyl)boronic acidHCID 183802933-(Biphenyl-4-yl)furan

Product 1

HCID 6162834-(4-Bromophenyl)pyridineYield 100%

Procedure

According to the procedure described in Example 1(a) for the preparation of 3-biphenyl-4-yl-furan, 4-bromopyridine (700 mg, 3.00 mmol) underwent coupling to 4-bromophenylboronic acid to give 2.38 g (100%) of 4-(4-bromo-phenyl)-pyridine as a yellow solid, which had an NMR that matched literature (Boy, P.; Combellas, C.; Thiebault, A.; Amatore, C.; Jutand, A. Tetrahedron Lett. 1992, 33, 491-494) and was used without further purification.

Sources & evidence

ORD record
ord-301ed513dde645f49546c9cfbea7f0c0
Source dataset
uspto-grants-2001_10
Patent number
US06306892B1

Reaction notes

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