3,4,5-Trichloropyridine → 3,5-Dichloro-4-[4-(2-naphthylsulfonyl)piperidin-1-yl]pyridine

HRID 1868042Notes

Reaction equation

HRID 1868042 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:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25]([Cl:28])[C:26]=1Cl>>[Cl:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25]([Cl:28])[C:26]=1[N:17]1[CH2:18][CH2:19][CH:14]([S:11]([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)(=[O:12])=[O:13])[CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 37865313,4,5-TrichloropyridineHCID 227219374-(2-Naphthylsulfonyl)piperidine

Product 1

HCID 685541013,5-Dichloro-4-[4-(2-naphthylsulfonyl)piperidin-1-yl]pyridineYield 12.1%

Procedure

Using the procedure from Example 7A, Step 7E, 4-(2-naphthylsulfonyl)piperidine (130 mg, 0.51 mmol) was reacted with 3,4,5-trichloropyridine (182 mg, 1.0 mmol) to afford the title compound (26 mg), a white solid, in 12% yield.

Sources & evidence

ORD record
ord-abc6f01c8c4c494da8093a42dbfdcbbf
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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