1-(2-Hydroxyethyl)piperazine → HCID 58614686, compound

HRID 923035Notes

Reaction equation

HRID 923035 reaction equation
Cl[S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[N:14]1([CH2:20][CH2:21][OH:22])[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.[Cl:23][C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][C:25]=1[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=1.OCCCN1CCN(S(C2C=CC(C(O)=O)=CC=2)(=O)=O)CC1>>[Cl:23][C:24]1[CH:30]=[CH:29][C:27]([NH:28][C:9](=[O:11])[C:8]2[CH:7]=[CH:6][C:5]([S:2]([N:17]3[CH2:18][CH2:19][N:14]([CH2:20][CH2:21][OH:22])[CH2:15][CH2:16]3)(=[O:3])=[O:4])=[CH:13][CH:12]=2)=[CH:26][C:25]=1[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=1

Participants

5

Reactant 4

HCID 76771-(2-Hydroxyethyl)piperazineHCID 823854-(Chlorosulfonyl)benzoic acidHCID 401519254-Chloro-3-(pyridin-2-yl)anilineHCID 66878050HCID 66878050, compound

Product 1

HCID 58614686HCID 58614686, compound

Procedure

1 g of 4-(chlorosulfonyl)benzoic acid was reacted with 615 μL of 2-(piperazin-1-yl)ethanol via Procedure H. 75 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 125 mg of 4-(4-(3-hydroxypropyl)piperazin-1-ylsulfonyl)benzoic acid by Procedure G and purified by reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(4-(2-hydroxyethyl)piperazin-1-ylsulfonyl)benzamide. MS (Q1) 501.3 (M)+.

Workup

  1. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-8b078de377d4466a9df8b736d2f00486
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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