2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid

Base Information

Chemical Name:2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid
CAS No.:1394374-06-1
Molecular Formula:C₂₈H₂₃ClN₆O₆
Molecular Weight:574.98
Hs Code.:

2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid

Synonyms:2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid

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Chemical Property of 2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid

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Technology Process of 2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid

There total 15 articles about 2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]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:

: 1394374-04-9
methyl 2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1-(2-trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetate

: 1394374-06-1
2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid

Guidance literature:: With potassium hydrogensulfate; formic acid; In water; at 40 ℃; for 16h;

Reference yield:

: 5409-39-2
2-amino-5-chloro-3-nitropyridine

: 1394374-06-1
2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid

Guidance literature:: Multi-step reaction with 14 steps

1.1: N-chloro-succinimide; acetic acid / 80 °C

2.1: sodium iodide; acetic acid / 2 h / 90 °C

3.1: ethanol / tin(II) chloride hydrate / 0.5 h / 70 °C

4.1: dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

5.1: potassium hydroxide / ethanol / 0.5 h / 20 °C

5.2: 1 h / 20 °C

6.1: Oxone / acetonitrile; water / 18 h / 20 °C

7.1: potassium dihydrogenphosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 17 h / 100 °C / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C / Cooling with ice

9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 2.4 h / 20 °C

10.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

11.1: potassium dihydrogenphosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 7.5 h / 80 °C / Inert atmosphere

12.1: potassium dihydrogenphosphate; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane / copper(l) iodide / N,N-dimethyl-formamide / 24 h / 110 °C / Inert atmosphere

13.1: dichloromethane; hexane; methanol / 1 h

14.1: formic acid; potassium hydrogensulfate / water / 16 h / 40 °C

With Oxone; potassium hydrogensulfate; potassium dihydrogenphosphate; N-chloro-succinimide; formic acid; ethanol; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; potassium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; sodium iodide; potassium hydroxide; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tin(II) chloride hydrate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 203794-33-6
2-amino-5,6-dichloro-3-nitropyridine

: 1394374-06-1
2-[1-[5-[4-[2-[[(3R,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl]phenyl]-2-pyridyl]pyrazol-4-yl]acetic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: sodium iodide; acetic acid / 2 h / 90 °C

2.1: ethanol / tin(II) chloride hydrate / 0.5 h / 70 °C

3.1: dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.1: potassium hydroxide / ethanol / 0.5 h / 20 °C

4.2: 1 h / 20 °C

5.1: Oxone / acetonitrile; water / 18 h / 20 °C

6.1: potassium dihydrogenphosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 17 h / 100 °C / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C / Cooling with ice

8.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 2.4 h / 20 °C

9.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

10.1: potassium dihydrogenphosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 7.5 h / 80 °C / Inert atmosphere

11.1: potassium dihydrogenphosphate; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane / copper(l) iodide / N,N-dimethyl-formamide / 24 h / 110 °C / Inert atmosphere

12.1: dichloromethane; hexane; methanol / 1 h

13.1: formic acid; potassium hydrogensulfate / water / 16 h / 40 °C

With Oxone; potassium hydrogensulfate; potassium dihydrogenphosphate; formic acid; ethanol; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; potassium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; sodium iodide; potassium hydroxide; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tin(II) chloride hydrate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;