5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile

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Chemical Name:5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile
CAS No.:1575608-70-6
Molecular Formula:C₂₃H₂₁F₂N₉O
Molecular Weight:477.476
Hs Code.:

Synonyms:5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile

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Chemical Property of 5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile

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Technology Process of 5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile

There total 10 articles about 5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile 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: 57.1%

: 741709-63-7
2-cyanopyridine-5-boronic acid pinacol ester

: 1575608-59-1
(2R,3R)-3-(2-bromo-5,6-dihydro-[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

: 1575608-70-6
5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In water; at 80 ℃; for 8h; Inert atmosphere;
DOI:10.3184/174751917X14902201357419

Reference yield: 33.5%

: 1575608-70-6
5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile

Guidance literature:: With lithium perchlorate; In acetonitrile; at 80 ℃; for 20h; Inert atmosphere;

Reference yield:

: 88002-33-9
[1,2,4]-triazolo[1,5-a]pyrazin-2-amine

: 1575608-70-6
5-(7-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)picolinonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; hydrogen bromide; sodium nitrite / water / 2 h / 0 °C

1.2: 8 h / Reflux

2.1: lithium borohydride / ethanol / 6 h / 50 °C

3.1: lithium perchlorate / acetonitrile / 4 h / Microwave irradiation; Reflux

4.1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 8 h / 80 °C / Inert atmosphere

With lithium borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; lithium perchlorate; caesium carbonate; acetic acid; sodium nitrite; In 1,4-dioxane; ethanol; water; acetonitrile;
DOI:10.1021/jm4016284