2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Base Information

Chemical Name:2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid
CAS No.:1552320-92-9
Molecular Formula:C₂₆H₂₃N₃O₅S
Molecular Weight:489.552
Hs Code.:

Synonyms:2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

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Chemical Property of 2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

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Technology Process of 2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

There total 10 articles about 2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid 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: 81.0%

: 1552321-21-7
C₂₈H₂₇N₃O₅S

: 1552320-92-9
2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: With sodium hydroxide; In ethanol; dichloromethane; water; at 20 ℃; for 14h;
DOI:10.1016/j.bmcl.2013.12.076

Reference yield:

: 150712-57-5
5-methoxynaphthalen-2-ol

: 1552320-92-9
2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 4 h / 20 °C

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1.5 h / 100 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane; water / 0.5 h / 130 °C / Microwave irradiation

4: sodium hydroxide / ethanol; water; dichloromethane / 14 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium carbonate; triethylamine; sodium hydroxide; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 3: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2013.12.076

Reference yield:

: 38555-40-7
methyl 4-{[2-(methyloxy)-2-oxoethyl]thio}butanoate

: 1552320-92-9
2-[4-[[2-(5-methoxy-2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1: sodium methylate / toluene / 3 h / 105 °C

2: potassium hydroxide / methanol / 16 h / 20 °C

3: water; acetic acid / 72 h / 110 °C

4: N,N-dimethyl-aniline; trichlorophosphate / 18 h / 90 °C

5: N-ethyl-N,N-diisopropylamine / ethanol / 65 h / Reflux

6: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C

7: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane; water / 0.5 h / 130 °C / Microwave irradiation

8: sodium hydroxide / ethanol; water; dichloromethane / 14 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; sodium methylate; sodium carbonate; acetic acid; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; sodium hydroxide; trichlorophosphate; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; toluene; 1: |Dieckmann Condensation / 7: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2013.12.076