HCID 12051597, compound → [4-(6-Chlorobenzo[b]thiophene-2-sulfonyl)-2-oxopiperazine-1-yl]acetic acid

HRID 1433037Notes

Reaction equation

HRID 1433037 reaction equation
C([O:5][C:6](=[O:28])[CH2:7][N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[S:21][C:20]3[CH:22]=[C:23]([Cl:26])[CH:24]=[CH:25][C:19]=3[CH:18]=2)(=[O:16])=[O:15])[CH2:10][C:9]1=[O:27])(C)(C)C>FC(F)(F)C(O)=O.C(Cl)Cl>[Cl:26][C:23]1[CH:24]=[CH:25][C:19]2[CH:18]=[C:17]([S:14]([N:11]3[CH2:12][CH2:13][N:8]([CH2:7][C:6]([OH:28])=[O:5])[C:9](=[O:27])[CH2:10]3)(=[O:15])=[O:16])[S:21][C:20]=2[CH:22]=1

Participants

4

Reactant 1

HCID 12051597HCID 12051597, compound

Product 1

HCID 12051598[4-(6-Chlorobenzo[b]thiophene-2-sulfonyl)-2-oxopiperazine-1-yl]acetic acidYield 99.7%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

[4-(6-Chlorobenzo[b]thiophene-2-sulfonyl)-2-oxopiperazine-1-yl]acetic acid tert-butyl ester (500 mg, 1.13 mmol) is dissolved in 1 mL of trifluoroacetic acid and 3 mL of CH2Cl2. The solvents are azeotropically removed with toluene. [4-(6-chlorobenzo[b]thiophene-2-sulfonyl)-2-oxopiperazine-1-yl]acetic acid (438 mg) is isolated as a white solid.

Workup

  1. customThe solvents are azeotropically removed with toluene

Sources & evidence

ORD record
ord-4464a2077a014580b83718a167037ff1
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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