Ethyl Acetate → (4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-(2-diethylamino-5-methanesulfonyl-phenyl)-methanone

HRID 33184Notes

Reaction equation

HRID 33184 reaction equation
[CH2:1]([N:3]([CH2:17][CH3:18])[C:4]1[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][C:5]=1[C:6]([OH:8])=O)[CH3:2].Cl.[N:20]1([C:26]2[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=3[S:28][N:27]=2)[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.C(OCC)(=O)C>C(#N)C>[S:28]1[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[C:26]([N:20]2[CH2:21][CH2:22][N:23]([C:6]([C:5]3[CH:9]=[C:10]([S:13]([CH3:16])(=[O:15])=[O:14])[CH:11]=[CH:12][C:4]=3[N:3]([CH2:1][CH3:2])[CH2:17][CH3:18])=[O:8])[CH2:24][CH2:25]2)=[N:27]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 115217113-(1-Piperazinyl)-1,2-benzisothiazole monohydrochlorideHCID 574452762-Diethylamino-5-methanesulfonyl-benzoic acid

Product 1

HCID 58906301(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-(2-diethylamino-5-methanesulfonyl-phenyl)-methanone

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared in analogy to example 1.1 b) from 2-diethylamino-5-methanesulfonyl-benzoic acid (Example 2.5) and 3-piperazin-1-yl-benzo[d]isothiazole hydrochloride (CA=87691-88-1) in acetonitrile. Chromatography (SiO2; ethyl acetate) yields the title compound as a colorless solid. MS (m/e): 473.4 (M+H+; 100%)

Sources & evidence

ORD record
ord-e0b778adcc6847c7860d7c0cb261a974
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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