2-chloroethyl N-(4-octylphenyl)sulfamoylcarbamate → Ethyl 2-(1-methyl-4-(N-(4-octylphenyl)sulfamoylamino)piperidin-4-yl)acetate

HRID 1192894Notes

Reaction equation

HRID 1192894 reaction equation
[NH2:1][C:2]1([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.[CH2:15]([C:23]1[CH:28]=[CH:27][C:26]([NH:29][S:30](NC(=O)OCCCl)(=[O:32])=[O:31])=[CH:25][CH:24]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>>[CH3:8][N:5]1[CH2:4][CH2:3][C:2]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])([NH:1][S:30](=[O:31])(=[O:32])[NH:29][C:26]2[CH:25]=[CH:24][C:23]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:28][CH:27]=2)[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 581099762-chloroethyl N-(4-octylphenyl)sulfamoylcarbamateHCID 66865496Ethyl 2-(4-amino-1-methylpiperidin-4-yl)acetate

Product 1

HCID 66865130Ethyl 2-(1-methyl-4-(N-(4-octylphenyl)sulfamoylamino)piperidin-4-yl)acetateYield 34.2%

Procedure

According to the method described in example 15a, ethyl 2-(4-amino-1-methylpiperidin-4-yl)acetate (70 mg, 0.35 mmol) and 2-chloroethyl N-(4-octylphenyl)sulfamoylcarbamate (195 mg, 0.5 mmol) were reacted to yield the title compound (56 mg, 34%). MS ESI 468.4 [M+H]+, calcd for [C24H41N3O4S+H]+ 468.29.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-18064c7f7c244e46aece9f85fb60e2a3
Source dataset
uspto-grants-2014_03
Patent number
US08680282B2

Reaction notes

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