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

Base Information

Chemical Name:2-[4-[[2-(2-fluorophenyl)-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid
CAS No.:1552320-67-8
Molecular Formula:C₂₁H₁₈FN₃O₂S
Molecular Weight:395.457
Hs Code.:

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

There total 7 articles about 2-[4-[[2-(2-fluorophenyl)-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: 95.0%

: 1552321-13-7
C₂₃H₂₂FN₃O₂S

: 1552320-67-8
2-[4-[[2-(2-fluorophenyl)-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 15h;
DOI:10.1016/j.bmcl.2013.12.076

Reference yield:

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

: 1552320-67-8
2-[4-[[2-(2-fluorophenyl)-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: Multi-step reaction with 7 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: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane; water / 0.83 h / 130 °C / Microwave irradiation

7: sodium hydroxide / ethanol; tetrahydrofuran / 15 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; potassium hydroxide; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; toluene; 1: |Dieckmann Condensation / 6: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2013.12.076

Reference yield:

: 38555-41-8
methyl 3-oxo-2,3,4,5-tetrahydro-6H-thiopyran-2-carboxylate

: 1552320-67-8
2-[4-[[2-(2-fluorophenyl)-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: Multi-step reaction with 6 steps

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

2: water; acetic acid / 72 h / 110 °C

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

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

5: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane; water / 0.83 h / 130 °C / Microwave irradiation

6: sodium hydroxide / ethanol; tetrahydrofuran / 15 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; sodium carbonate; acetic acid; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; 5: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2013.12.076