Triethylamine → HCID 12051597, compound

HRID 1433036Notes

Reaction equation

HRID 1433036 reaction equation
[C:1]([O:5][C:6](=[O:15])[CH2:7][N:8]1[CH2:13][CH2:12][NH:11][CH2:10][C:9]1=[O:14])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[Cl:23][C:24]1[CH:36]=[CH:35][C:27]2[CH:28]=[C:29]([S:31](Cl)(=[O:33])=[O:32])[S:30][C:26]=2[CH:25]=1.C(OCC)(=O)C.CCCCCC>C(Cl)Cl>[C:1]([O:5][C:6](=[O:15])[CH2:7][N:8]1[CH2:13][CH2:12][N:11]([S:31]([C:29]2[S:30][C:26]3[CH:25]=[C:24]([Cl:23])[CH:36]=[CH:35][C:27]=3[CH:28]=2)(=[O:33])=[O:32])[CH2:10][C:9]1=[O:14])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 10584737HCID 10584737, compoundHCID 151586416-Chlorobenzo[b]thiophene-2-sulfonyl chlorideHCID 21226206Ethyl acetate hexane

Product 1

HCID 12051597HCID 12051597, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (2-oxo-piperazin-1-yl)acetic acid tert-butyl ester (1.22 g, 5.7 mmol) in 10 ml of methylene chloride is added triethylamine (1.2 mL, 8.55 mmol) and 6-chlorobenzothiophenesulfonyl chloride (1.52 g, 5.7 mmol). The reaction mixture is stirred overnight at ambient temperature. Flash column chromatography (50% ethyl acetate/hexane) affords 2.3 g (92%) of [4-(6-chlorobenzo[b]thiophene-2-sulfonyl)-2-oxopiperazine-1-yl]acetic acid tert-butyl ester.

Sources & evidence

ORD record
ord-127e78d07c174f659f5111957a53e4cc
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

Loading…