(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide

Base Information

Chemical Name:(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide
CAS No.:221360-52-7
Molecular Formula:C₂₅H₃₃N₃O₃
Molecular Weight:423.555
Hs Code.:

Synonyms:(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide

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Chemical Property of (S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide

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Technology Process of (S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide

There total 7 articles about (S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

: 221360-35-6
(3S)-5-(4-methylpiperazin-1-yl)-3,4-dihydro-2H-chromen-3-amine

: 1498-96-0
4-butoxybenzoic acid

: 221360-52-7
(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide

Guidance literature:: With triethylamine; In thionyl chloride; dichloromethane;

Reference yield:

: 1369922-92-8
(3S)-3-amino-3,4-dihydro-2H-chromen-5-ol

: 221360-52-7
(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / dichloromethane / 0 °C

2: triethylamine / dichloromethane / 0 °C

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / Heating

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / N,N-dimethyl-formamide / Heating

5: trifluoroacetic acid / dichloromethane

6: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 4: Suzuki coupling;
DOI:10.1016/j.bmcl.2012.06.105

Reference yield:

: C₁₉H₂₉N₃O₃

: 221360-52-7
(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-butoxybenzamide

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.06.105