2-Chloro-5-nitropyridine → HCID 66997408, compound

HRID 2360401Notes

Reaction equation

HRID 2360401 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH3:11][O:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1>>[CH3:11][O:12][C:13]1[CH:18]=[C:17]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 783082-Chloro-5-nitropyridineHCID 2734370(3-Methoxyphenyl)boronic acid

Product 1

HCID 66997408HCID 66997408, compoundYield 84.4%

Procedure

The title compound (612 mg) was prepared from 2-chloro-5-nitropyridine (500 mg, 3.15 mmol) and 3-methoxyphenylboronic acid (623 mg, 4.1 mmol) as a pale yellow solid. 1H-NMR (δ ppm, CDCl3, 400 MHz): 9.50 (d, J 2.6, 1H), 8.53 (dd, J 2.6, 8.8, 1H), 7.91 (d, J 8.8, 1H), 7.69-7.68 (m, 1H), 7.63 (d, J 7.8, 1H), 7.44 (t, J 7.9, 1H), 7.08-7.05 (m, 1H), 3.91 (s, 3H).

Sources & evidence

ORD record
ord-df080bbda81248a8b15fda740ac694d5
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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