4-Chlorobenzoic Acid → HCID 66624496, compound

HRID 416506Notes

Reaction equation

HRID 416506 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[CH:11]([N:14]1[CH2:19][CH2:18][CH:17]([NH:20][S:21]([CH2:24][CH2:25][NH2:26])(=[O:23])=[O:22])[CH2:16][CH2:15]1)([CH3:13])[CH3:12]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:26][CH2:25][CH2:24][S:21](=[O:23])(=[O:22])[NH:20][CH:17]2[CH2:18][CH2:19][N:14]([CH:11]([CH3:12])[CH3:13])[CH2:15][CH2:16]2)=[O:8])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 63184-Chlorobenzoic AcidHCID 666246312-Amino-ethanesulfonic acid (1-isopropyl-piperidin-4-yl)-amide

Product 1

HCID 66624496HCID 66624496, compound

Procedure

4-Chloro-N-[2-(1-isopropyl-piperidin-4-ylsulfamoyl)-ethyl]-benzamide was prepared by an analogous procedure as described in example 9 starting from 104 mg (1.1 equiv.) 4-chloro-benzoic acid and 150 mg (0.60 mmol) 2-amino-ethanesulfonic acid (1-isopropyl-piperidin-4-yl)-amide. Final purification by preparative RP-HPLC (CH3CN/H2O gradient+0.1% TFA) gave pure 4-chloro-N-[2-(1-isopropyl-piperidin-4-ylsulfamoyl)-ethyl]-benzamide. The title compound was obtained as its trifluoroacetate in form of a colorless amorphous material.

Workup

  1. custom4-Chloro-N-[2-(1-isopropyl-piperidin-4-ylsulfamoyl)-ethyl]-benzamide was prepared by an analogous procedure
  2. customFinal purification by preparative RP-HPLC (CH3CN/H2O gradient+0.1% TFA)

Sources & evidence

ORD record
ord-b61eef38404e4ce8a5b70557f4d37f9b
Source dataset
uspto-grants-2012_01
Patent number
US08088925B2

Reaction notes

Loading…