2-Chloro-5-(trifluoromethyl)pyridine → 2-[4-(2-Naphthylsulfonyl)piperidin-1-yl]-5-(trifluoromethyl)pyridine

HRID 1868041Notes

Reaction equation

HRID 1868041 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11]([CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)(=[O:13])=[O:12].Cl[C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][N:22]=1>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11]([CH:14]1[CH2:19][CH2:18][N:17]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][N:22]=2)[CH2:16][CH2:15]1)(=[O:12])=[O:13]

Participants

3

Reactant 2

HCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 227219374-(2-Naphthylsulfonyl)piperidine

Product 1

HCID 685521432-[4-(2-Naphthylsulfonyl)piperidin-1-yl]-5-(trifluoromethyl)pyridineYield 84%

Procedure

Using the procedure from Example 7A, Step 7E, 4-(2-naphthylsulfonyl)piperidine (130 mg, 0.51 mmol) was reacted with 2-chloro-5-(trifluoromethyl)pyridine (181 mg, 1.0 mmol) to afford the title compound (180 mg), a white solid, in 84% yield.

Sources & evidence

ORD record
ord-f8fc53c95b14459585fab76e84be2e03
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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