tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate
CAS No.:1426699-84-4
Molecular Formula:C₂₅H₂₉F₂N₇O₃
Molecular Weight:513.547
Hs Code.:

Synonyms:tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

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Chemical Property of tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

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Technology Process of tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

There total 14 articles about tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate 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:

: 1426699-83-3
tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

: tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

: 1426699-84-4
tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

Guidance literature:: With Phenomenex Lux Cellulose C-2 column; In ethanol; hexane; Resolution of racemate;

Reference yield:

: 1426699-07-1
tert-butyl 3-[3-chloro-5-(1-hydroxyethyl)-6-methoxy-2-methylphenyl]azetidine-1-carboxylate

: tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

: 1426699-84-4
tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / dichloromethane / 20 °C

2: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 4 h / 120 °C

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

4: triethylamine / acetonitrile / 20 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide; water / 3 h / 100 °C / Inert atmosphere

6: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / tert-butyl alcohol / 20 °C

7: sodium periodate; acetic acid / water; tetrahydrofuran / 3 h / 0 °C

8: diethylamino-sulfur trifluoride / dichloromethane / 2.5 h / 0 - 20 °C

9: zinc; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 3 h / 130 °C / Inert atmosphere

10: Phenomenex Lux Cellulose C-2 column / ethanol; hexane / Resolution of racemate

With sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3,5-trichloro-2,4,6-triazine; bis(tri-t-butylphosphine)palladium⁽⁰⁾; diethylamino-sulfur trifluoride; water; sodium carbonate; caesium carbonate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; potassium iodide; zinc; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1426699-08-2
tert-butyl 3-[3-chloro-5-(1-chloroethyl)-6-methoxy-2-methylphenyl]azetidine-1-carboxylate

: tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

: 1426699-84-4
tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-cyano-2-methoxy-6-methylphenyl)azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 4 h / 120 °C

2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

3: triethylamine / acetonitrile / 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide; water / 3 h / 100 °C / Inert atmosphere

5: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / tert-butyl alcohol / 20 °C

6: sodium periodate; acetic acid / water; tetrahydrofuran / 3 h / 0 °C

7: diethylamino-sulfur trifluoride / dichloromethane / 2.5 h / 0 - 20 °C

8: zinc; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 3 h / 130 °C / Inert atmosphere

9: Phenomenex Lux Cellulose C-2 column / ethanol; hexane / Resolution of racemate

With sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; diethylamino-sulfur trifluoride; water; sodium carbonate; caesium carbonate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; trifluoroacetic acid; potassium iodide; zinc; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;