4-Ethanesulfonylpiperazine-1-sulfonamide → N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl)-4-ethanesulfonylpiperazine-1-sulfonamide

HRID 1024942Notes

Reaction equation

HRID 1024942 reaction equation
[CH2:1]([S:3]([N:6]1[CH2:11][CH2:10][N:9]([S:12]([NH2:15])(=[O:14])=[O:13])[CH2:8][CH2:7]1)(=[O:5])=[O:4])[CH3:2].Cl[C:17]1[CH:22]=[C:21]([O:23][CH3:24])[N:20]=[C:19]([S:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:28]=2[F:34])[N:18]=1>>[F:34][C:28]1[C:29]([F:33])=[CH:30][CH:31]=[CH:32][C:27]=1[CH2:26][S:25][C:19]1[N:18]=[C:17]([NH:15][S:12]([N:9]2[CH2:8][CH2:7][N:6]([S:3]([CH2:1][CH3:2])(=[O:4])=[O:5])[CH2:11][CH2:10]2)(=[O:13])=[O:14])[CH:22]=[C:21]([O:23][CH3:24])[N:20]=1

Participants

3

Reactant 2

HCID 536283734-Ethanesulfonylpiperazine-1-sulfonamideHCID 866198774-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine2×

Product 1

HCID 59558753N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl)-4-ethanesulfonylpiperazine-1-sulfonamide

Procedure

The title compound was prepared from 4-ethanesulfonylpiperazine-1-sulfonamide (the product of step i) (0.31 g) and 4-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine (the product of Example 35, step i) (0.25 g) according to the procedure outlined in Example 1, step iv). The crude material was purified by column chromatography using EtOAc/isohexane (1:1) as eluent. Yield: 0.37 g

Workup

  1. customThe crude material was purified by column chromatography

Sources & evidence

ORD record
ord-9157844ada5c4104ab17e9a9197e41f8
Source dataset
uspto-grants-2014_05
Patent number
US08722883B2

Reaction notes

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