2-Chloro-3-nitropyridine → 2-{4-[(3-Chlorophenyl)sulfonyl]piperidin-1-yl}-3-nitropyridine

HRID 1868055Notes

Reaction equation

HRID 1868055 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.Cl[C:18]1[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=1.CCN(C(C)C)C(C)C>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([CH:11]2[CH2:16][CH2:15][N:14]([C:18]3[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH2:13][CH2:12]2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 796132-Chloro-3-nitropyridineHCID 81531DiisopropylethylamineHCID 534176984-[(3-Chlorophenyl)sulfonyl]piperidine

Product 1

HCID 685554642-{4-[(3-Chlorophenyl)sulfonyl]piperidin-1-yl}-3-nitropyridineYield 81.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Using the procedure from Example 7A, 4-[(3-chlorophenyl)sulfonyl]piperidine (100 mg, 0.38 mmol) was reacted with 2-chloro-3-nitropyridine (122 mg, 0.76 mmol), DIEA (0.2 ml, 1.14) and 1,4-dioxane (0.3 ml) to afford the title compound (118 mg), a yellow solid, in 81% yield.

Sources & evidence

ORD record
ord-31a7bdf152bf435f8e98832fcf22e98d
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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