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 1024892Notes

Reaction equation

HRID 1024892 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-53d1f1ccdcdd4318b700bbc464c89568
Source dataset
uspto-grants-2014_05
Patent number
US08722883B2

Reaction notes

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