2-Chloronicotinonitrile → 2-[4-(2-Naphthylsulfonyl)piperidin-1-yl]nicotinonitrile

HRID 1868046Notes

Reaction equation

HRID 1868046 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[C:26]([C:27]#[N:28])=[CH:25][CH:24]=[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[N:22]=[CH:23][CH:24]=[CH:25][C:26]=2[C:27]#[N:28])[CH2:16][CH2:15]1)(=[O:12])=[O:13]

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 227219374-(2-Naphthylsulfonyl)piperidine

Product 1

HCID 685553932-[4-(2-Naphthylsulfonyl)piperidin-1-yl]nicotinonitrileYield 78.4%

Procedure

Using the procedure from Example 7A, Step 7E, 4-(2-naphthylsulfonyl)piperidine (Example 11, Step 3, 130 mg, 0.51 mmol) was reacted with 2-chloro-3-cyanopyridine (139 mg, 1.0 mmol) to afford the title compound (151 mg), a white solid, in 78% yield.

Sources & evidence

ORD record
ord-92dad58a56904840a2c0d9e12148a2e4
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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