2,5-Dibromopyridine → 5-Bromo-2-(3-ethoxy-2-fluorophenyl)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[C:13]([F:21])=[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:14]2[CH:15]=[CH:16][CH:17]=[C:12]([O:11][CH2:9][CH3:10])[C:13]=2[F:21])=[N:3][CH:4]=1

Participants

Reactant 2

HCID 693532,5-Dibromopyridine

HCID 162177593-Ethoxy-2-fluorophenylboronic Acid (contains varying amounts of Anhydride)

Product 1

HCID 584158095-Bromo-2-(3-ethoxy-2-fluorophenyl)pyridineYield 47%

Procedure

Obtained (1.18 g, yield 47%) following the procedure described in Intermediate 27, starting with 2,5-dibromopyridine (8.44 mmol, 2.0 g), 3-ethoxy-2-fluorophenylboronic acid (8.43 mmol, 1.55 g).

Workup

customObtained (1.18 g, yield 47%)

Sources & evidence

ORD record: ord-bf6939ab3ed34f3b982e4830c7f640cb
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536165B2

Reaction notes

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