3-Hydroxypyridine → HCID 63778120, compound

HRID 911009Notes

Reaction equation

HRID 911009 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([OH:7])[CH:2]=1.[H-].[Na+].[Cl:10][C:11]1[CH:16]=[C:15]([N+]([O-])=O)[CH:14]=[CH:13][N:12]=1>>[Cl:10][C:11]1[CH:16]=[C:15]([O:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[CH:14]=[CH:13][N:12]=1

Participants

4

Reactant 3

HCID 79713-HydroxypyridineHCID 24758Sodium hydrideHCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 63778120HCID 63778120, compoundYield 96%

Procedure

Using the method of Example 3, Step A, pyridin-3-ol (0.450 g, 4.73 mmol), 60% sodium hydride in mineral oil (189 mg, 4.73 mmol), and 2-chloro-4-nitropyridine (0.750 g, 4.73 mmol) were reacted to provide 2-chloro-4-(pyridin-3-yloxy)pyridine (0.938 g, 96% yield) as a clear oil. 1H NMR (CDCl3) δ 8.57 (d, 1H), 8.49 (d, 1H), 8.28 (d, 1H), 7.39-7.48 (m, 2H), 6.86 (s, 1H), 6.82 (d, 1H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-47f3e1c731234bce9bb0499f19a26995
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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