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

Base Information

Chemical Name:2-chloro-4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine
CAS No.:1575815-59-6
Molecular Formula:C₁₄H₁₀ClF₃N₂O₂
Molecular Weight:330.694
Hs Code.:

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

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Chemical Property of 2-chloro-4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine

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Technology Process of 2-chloro-4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine

There total 5 articles about 2-chloro-4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine 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: 32.0%

: 1260088-95-6
2,4-dichloro-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine

: 139301-27-2
4-trifluoromethoxyphenylboronic acid

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

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,4-dioxane; for 2h; Reflux; Inert atmosphere;
DOI:10.1007/s00044-014-0959-3

Reference yield:

: 542-28-9,26354-94-9
3,4,5,6-tetrahydro-2H-pyran-2-one

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

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoromethylsulfonic anhydride / dichloromethane / 42 h / -78 - 0 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C

3: sodium hydroxide / methanol / 2 h / Reflux

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

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

With bis-triphenylphosphine-palladium(II) chloride; trifluoromethylsulfonic anhydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; methanol; dichloromethane; 5: |Suzuki-Miyaura Coupling;
DOI:10.1007/s00044-014-0959-3

Reference yield:

: 946828-44-0
2,4-bis(methylsulfonyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine

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

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / methanol / 2 h / Reflux

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

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

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; methanol; 3: |Suzuki-Miyaura Coupling;
DOI:10.1007/s00044-014-0959-3