5-Chloro-2-thiophenecarboxylic acid → HCID 11990479, compound

HRID 416493Notes

Reaction equation

HRID 416493 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.[CH:10]1([N:13]2[CH2:18][CH2:17][CH:16]([NH:19][S:20]([CH2:23][CH2:24][NH2:25])(=[O:22])=[O:21])[CH2:15][CH2:14]2)[CH2:12][CH2:11]1>>[CH:10]1([N:13]2[CH2:14][CH2:15][CH:16]([NH:19][S:20]([CH2:23][CH2:24][NH:25][C:7]([C:5]3[S:6][C:2]([Cl:1])=[CH:3][CH:4]=3)=[O:9])(=[O:21])=[O:22])[CH2:17][CH2:18]2)[CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 950485-Chloro-2-thiophenecarboxylic acidHCID 66624632HCID 66624632, compound

Product 1

HCID 11990479HCID 11990479, compound

Procedure

5-Chloro-thiophene-2-carboxylic acid [2-(1-cyclopropyl-piperidin-4-ylsulfamoyl)-ethyl]-amide was prepared by an analogous procedure as described in example 1 iii) starting from 339 mg (2 equiv.) 5-chloro-thiophene-2-carboxylic acid and 258 mg (1.04 mmol) 2-amino-ethanesulfonic acid (1-cyclopropyl-piperidin-4-yl)-amide. Final purification by preparative RP-HPLC (CH3CN/H2O gradient+0.1% TFA) gave pure 5-chloro-thiophene-2-carboxylic acid [2-(1-cyclopropyl-piperidin-4-ylsulfamoyl)-ethyl]-amide. The title compound was obtained as its trifluoroacetate in form of a colorless amorphous material.

Workup

  1. custom5-Chloro-thiophene-2-carboxylic acid [2-(1-cyclopropyl-piperidin-4-ylsulfamoyl)-ethyl]-amide was prepared by an analogous procedure
  2. customFinal purification by preparative RP-HPLC (CH3CN/H2O gradient+0.1% TFA)

Sources & evidence

ORD record
ord-57ce6d611d2b4aab85b7218c03cb86bd
Source dataset
uspto-grants-2012_01
Patent number
US08088925B2

Reaction notes

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