2,5-Dibromopyridine → 5-Bromo-2-(3-ethoxyphenyl)pyridine

Reaction equation

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

Participants

Reactant 2

HCID 693532,5-Dibromopyridine

HCID 27739203-Ethoxybenzeneboronic acid

Product 1

HCID 584157655-Bromo-2-(3-ethoxyphenyl)pyridineYield 45%

Procedure

Obtained (0.977 g, yield 45%) following the procedure described in Intermediate 27, starting with 2,5-dibromopyridine (8.44 mmol, 2.0 g), 3-ethoxyphenylboronic acid (8.44 mmol, 1.40 g).

Workup

customObtained (0.977 g, yield 45%)

Sources & evidence

ORD record: ord-f7660eb9a635445f8ce0bcda75e58447
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536165B2

Reaction notes

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