Dimethylsulphamoyl chloride → HCID 178473161, compound

HRID 253939Notes

Reaction equation

HRID 253939 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([C@H:22]2[CH2:27][CH2:26][C@H:25]([CH3:28])[CH2:24][CH2:23]2)[CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[O:14])=[N:9][CH:8]=1)[CH3:2].[CH3:30][N:31]([CH3:36])[S:32](Cl)(=[O:34])=[O:33]>>[CH2:1]([O:3][C:4](=[O:29])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([CH:16]2[CH2:21][CH2:20][N:19]([S:32](=[O:34])(=[O:33])[N:31]([CH3:36])[CH3:30])[CH2:18][CH2:17]2)[C@H:22]2[CH2:23][CH2:24][C@H:25]([CH3:28])[CH2:26][CH2:27]2)=[O:14])=[N:9][CH:8]=1)[CH3:2].[CH3:30][N:31]([CH3:36])[S:32]([N:19]1[CH2:18][CH2:17][CH:16]([N:15]([C@H:22]2[CH2:27][CH2:26][C@H:25]([CH3:28])[CH2:24][CH2:23]2)[C:13](=[O:14])[NH:12][C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:3])=[O:29])=[CH:8][N:9]=2)[CH2:21][CH2:20]1)(=[O:34])=[O:33]

Participants

4

Reactant 2

HCID 83372Dimethylsulphamoyl chlorideHCID 178473158HCID 178473158, compound

Product 2

HCID 178473161HCID 178473161, compoundHCID 178486169HCID 178486169, compound

Procedure

{2-[3-(1-Dimethylsulfamoyl-piperidin-4-yl)-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid ethyl ester was prepared in a similar manner to Example 554 using {2-[3-(trans-4-methyl-cyclohexyl)-3-piperidin-4-yl-ureido]-thiazol-5-ylsulfanyl}-acetic acid ethyl ester and dimethylsulfamoyl chloride. Hydrolysis using general procedure (F) gave the title compound.

Workup

  1. customHydrolysis

Sources & evidence

ORD record
ord-531bac1cf8bd41f598dac4df3dfb4e77
Source dataset
uspto-grants-2011_01
Patent number
US07872139B2

Reaction notes

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