4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic acid

Base Information

Chemical Name:4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic acid
CAS No.:1575815-61-0
Molecular Formula:C₂₁H₁₆F₃N₃O₄
Molecular Weight:431.371
Hs Code.:

Synonyms:4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic acid

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Chemical Property of 4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic acid

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Technology Process of 4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic acid

There total 8 articles about 4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic 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: 100.0%

: 1575815-60-9
methyl 4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoate

: 1575815-61-0
4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; for 5h; Reflux;
DOI:10.1007/s00044-014-0959-3

Reference yield:

: 1575815-59-6
2-chloro-4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine

: 1575815-61-0
4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / 1,4-dioxane / 13 h / Reflux; Inert atmosphere

2: sodium hydroxide / methanol; tetrahydrofuran / 5 h / Reflux

With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; 1: |Buchwald-Hartwig Coupling;
DOI:10.1007/s00044-014-0959-3

Reference yield:

: 946828-37-1
2,4-bis(methylthio)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine

: 1575815-61-0
4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C

2: sodium hydroxide / methanol / 2 h / Reflux

3: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 18 h / Reflux

4: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 2 h / Reflux; Inert atmosphere

5: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / 1,4-dioxane / 13 h / Reflux; Inert atmosphere

6: sodium hydroxide / methanol; tetrahydrofuran / 5 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; palladium diacetate; sodium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 4: |Suzuki-Miyaura Coupling / 5: |Buchwald-Hartwig Coupling;
DOI:10.1007/s00044-014-0959-3