tert-Butyl 4-sulfamoylpiperazine-1-carboxylate → 1,1-Dimethylethyl 4-[2-[[(2,3-difluorophenyl)methyl]thio)-6-methoxypyrimidin-4-yl sulfamoyl]piperazine-1-carboxylate

HRID 1958948Notes

Reaction equation

HRID 1958948 reaction equation
[S:1]([N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1)(=[O:4])(=[O:3])[NH2:2].Cl[C:19]1[CH:24]=[C:23]([O:25][CH3:26])[N:22]=[C:21]([S:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:30]=2[F:36])[N:20]=1>>[F:36][C:30]1[C:31]([F:35])=[CH:32][CH:33]=[CH:34][C:29]=1[CH2:28][S:27][C:21]1[N:20]=[C:19]([NH:2][S:1]([N:5]2[CH2:6][CH2:7][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:9][CH2:10]2)(=[O:3])=[O:4])[CH:24]=[C:23]([O:25][CH3:26])[N:22]=1

Participants

3

Reactant 2

HCID 53628347tert-Butyl 4-sulfamoylpiperazine-1-carboxylateHCID 866198774-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine2×

Product 1

HCID 670512451,1-Dimethylethyl 4-[2-[[(2,3-difluorophenyl)methyl]thio)-6-methoxypyrimidin-4-yl sulfamoyl]piperazine-1-carboxylate

Procedure

The subtitle compound was prepared from 1,1-dimethylethyl 4-sulfamoylpiperazine-1-carboxylate (the product of example 15, step i), 0.22 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 on silica gel using EtOAc/isohexane (2:8) as eluent. Yield: 0.36 g

Workup

  1. customThe crude material was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-9487eee258a446f4a7d41a14fb0efe25
Source dataset
uspto-grants-2013_04
Patent number
US08410123B2

Reaction notes

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