2,3-Dichloropyridine → 3-Chloro-2-[4-(2-naphthylsulfonyl)piperidin-1-yl]pyridine

HRID 1868040Notes

Reaction equation

HRID 1868040 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]([Cl:27])=[CH:25][CH:24]=[CH:23][N:22]=1>>[Cl:27][C:26]1[C:21]([N:17]2[CH2:18][CH2:19][CH:14]([S:11]([C:2]3[CH:3]=[CH:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[CH:1]=3)(=[O:12])=[O:13])[CH2:15][CH2:16]2)=[N:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 169882,3-DichloropyridineHCID 227219374-(2-Naphthylsulfonyl)piperidine

Product 1

HCID 685550103-Chloro-2-[4-(2-naphthylsulfonyl)piperidin-1-yl]pyridineYield 48.8%

Procedure

Using the procedure from Example 7A, Step 7E, 4-(2-naphthylsulfonyl)piperidine (Example 11, Step 3, 175 mg, 0.63 mmol) was reacted with 2,3-dichloropyridine (188 mg, 1.3 mmol) to afford the title compound (119 mg), a white solid, in 48% yield.

Sources & evidence

ORD record
ord-d248e8b26c264665aec390e14c85927c
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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