8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-d]pyrimidine

Base Information

Chemical Name:8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-d]pyrimidine
CAS No.:1474024-73-1
Molecular Formula:C₁₆H₁₁F₂N₅O
Molecular Weight:327.293
Hs Code.:

Synonyms:8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-d]pyrimidine

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Chemical Property of 8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-d]pyrimidine

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Technology Process of 8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-d]pyrimidine

There total 3 articles about 8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-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: 66.0%

: 288-88-0
1,2,4-Triazole

: 1474024-67-3
(R)-4-(1-(2-(2,4-difluorophenyl)oxirane-2-yl)vinyl)-5-fluoropyrimidine

: 1474024-72-0
(E)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-4-(1H-1,2,4-triazol-1-yl)but-2-en-1-ol

: 1474024-73-1
8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-d]pyrimidine

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo4019528

Reference yield:

: 1474024-65-1
(R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methanol

: 1474024-72-0
(E)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-4-(1H-1,2,4-triazol-1-yl)but-2-en-1-ol

: 1474024-73-1
8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-chloro-succinimide; dodecyl methyl sulfide / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere

1.2: 2 h / -30 °C / Inert atmosphere

2.1: potassium tert-butylate / toluene / 1 h / 120 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C / Inert atmosphere

2.3: 1 h / 65 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With N-chloro-succinimide; dodecyl methyl sulfide; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1.1: |Corey-Kim Oxidation / 1.2: |Corey-Kim Oxidation / 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.1021/jo4019528

Reference yield:

: 3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanal

: 1474024-72-0
(E)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-4-(1H-1,2,4-triazol-1-yl)but-2-en-1-ol

: 1474024-73-1
8-((1H-1,2,4-triazol-1-yl)-methyl)-7-(2,4-difluorophenyl)-6H-pyrano[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.17 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

1.3: 8 h / 0 - 20 °C / Inert atmosphere

2.1: N-chloro-succinimide; dodecyl methyl sulfide / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere

2.2: 2 h / -30 °C / Inert atmosphere

3.1: potassium tert-butylate / toluene / 1 h / 120 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C / Inert atmosphere

3.3: 1 h / 65 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With N-chloro-succinimide; n-butyllithium; dodecyl methyl sulfide; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; toluene; 2.1: |Corey-Kim Oxidation / 2.2: |Corey-Kim Oxidation / 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;
DOI:10.1021/jo4019528