4-chloropyridine N-oxide → HCID 68657451, compound

HRID 1020608Notes

Reaction equation

HRID 1020608 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N+:5]([O-:8])=[CH:4][CH:3]=1.[F:9][C:10]1[CH:15]=[CH:14][C:13](B(O)O)=[C:12]([O:19][CH3:20])[CH:11]=1>>[F:9][C:10]1[CH:15]=[CH:14][C:13]([C:2]2[CH:7]=[CH:6][N+:5]([O-:8])=[CH:4][CH:3]=2)=[C:12]([O:19][CH3:20])[CH:11]=1

Participants

3

Reactant 2

HCID 707244-chloropyridine N-oxideHCID 2782672(4-Fluoro-2-methoxyphenyl)boronic acid

Product 1

HCID 68657451HCID 68657451, compoundYield 87.4%

Procedure

4-Chloropyridine-N-oxide (305 mg, 2.35 mmol), 4-fluoro-2-methoxyphenylboronic acid (1.0 g, 8.8 mmol) were reacted according to the procedure of Example 39 (step a) to provide the title compound (450 mg, 87%) as a purple solid: 1H NMR (300 MHz, CDCl3) δ 8.21 (d, J=7.2 Hz, 2H), 7.45 (d, J=7.2 Hz, 2H), 7.31 (d, J=6.5 Hz, 1H), 6.80-6.71 (m, 2H), 3.85 (s, 3H).

Sources & evidence

ORD record
ord-d4fb4dec97e646988bdff33e71e33886
Source dataset
uspto-grants-2014_05
Patent number
US08716308B2

Reaction notes

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