Dimethylsulphamoyl chloride → HCID 178472293, compound

HRID 2263880Notes

Reaction equation

HRID 2263880 reaction equation
[CH2:1]([O:3][C:4](=[O:30])[CH2:5][CH2:6][S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([C@H:23]2[CH2:28][CH2:27][C@H:26]([CH3:29])[CH2:25][CH2:24]2)[CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[O:15])=[N:10][CH:9]=1)[CH3:2].[CH3:31][N:32]([CH3:37])[S:33](Cl)(=[O:35])=[O:34]>>[CH2:1]([O:3][C:4](=[O:30])[CH2:5][CH2:6][S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([CH:17]2[CH2:22][CH2:21][N:20]([S:33](=[O:35])(=[O:34])[N:32]([CH3:37])[CH3:31])[CH2:19][CH2:18]2)[C@H:23]2[CH2:28][CH2:27][C@H:26]([CH3:29])[CH2:25][CH2:24]2)=[O:15])=[N:10][CH:9]=1)[CH3:2].[CH3:31][N:32]([CH3:37])[S:33]([N:20]1[CH2:19][CH2:18][CH:17]([N:16]([C@H:23]2[CH2:28][CH2:27][C@H:26]([CH3:29])[CH2:25][CH2:24]2)[C:14](=[O:15])[NH:13][C:11]2[S:12][C:8]([S:7][CH2:6][CH2:5][C:4]([OH:3])=[O:30])=[CH:9][N:10]=2)[CH2:22][CH2:21]1)(=[O:35])=[O:34]

Participants

4

Reactant 2

HCID 83372Dimethylsulphamoyl chlorideHCID 178472291HCID 178472291, compound

Product 2

HCID 178472293HCID 178472293, compoundHCID 178486168HCID 178486168, compound

Procedure

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

Sources & evidence

ORD record
ord-5d5266d966e543e38c21ddb4fedd95d6
Source dataset
uspto-grants-2010_12
Patent number
US07851636B2

Reaction notes

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