N-((R)-1-(3-chlorophenyl)ethyl)-5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide

Base Information

• Chemical Name: N-((R)-1-(3-chlorophenyl)ethyl)-5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide
• CAS No.: 1584148-14-0
• Molecular Formula: C₂₁H₂₆ClN₅O₂
• Molecular Weight: 415.923
• Mol file: 1584148-14-0.mol

Synonyms:

Chemical Property of N-((R)-1-(3-chlorophenyl)ethyl)-5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((R)-1-(3-chlorophenyl)ethyl)-5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide

There total 11 articles about N-((R)-1-(3-chlorophenyl)ethyl)-5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide 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:

tert-butyl 4-((tert-butyldimethylsilyl)oxy)-2-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate → N-((R)-1-(3-chlorophenyl)ethyl)-5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide (1584148-14-0)

Guidance literature:

Multi-step reaction with 9 steps

1: lithium triethylborohydride / tetrahydrofuran / 2 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

3: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 20 °C

4: N,N-dimethyl acetamide / 1 h / 110 °C

5: potassium acetate / N,N-dimethyl-formamide / 4 h / 100 °C

6: oxone||potassium monopersulfate triple salt / N,N-dimethyl-formamide

7: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 1 h / 150 °C / Microwave irradiation

8: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C

9: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

With hydrogenchloride; oxone||potassium monopersulfate triple salt; tetrabutyl ammonium fluoride; potassium acetate; lithium triethylborohydride; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 2-methyl-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1-carboxylate → N-((R)-1-(3-chlorophenyl)ethyl)-5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide (1584148-14-0)

Guidance literature:

Multi-step reaction with 8 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

2: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 20 °C

3: N,N-dimethyl acetamide / 1 h / 110 °C

4: potassium acetate / N,N-dimethyl-formamide / 4 h / 100 °C

5: oxone||potassium monopersulfate triple salt / N,N-dimethyl-formamide

6: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 1 h / 150 °C / Microwave irradiation

7: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C

8: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

With hydrogenchloride; oxone||potassium monopersulfate triple salt; tetrabutyl ammonium fluoride; potassium acetate; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 4-hydroxy-2-methylpyrrolidine-1-carboxylate (156865-72-4,2299231-07-3) → N-((R)-1-(3-chlorophenyl)ethyl)-5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide (1584148-14-0)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 20 °C

2: N,N-dimethyl acetamide / 1 h / 110 °C

3: potassium acetate / N,N-dimethyl-formamide / 4 h / 100 °C

4: oxone||potassium monopersulfate triple salt / N,N-dimethyl-formamide

5: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 1 h / 150 °C / Microwave irradiation

6: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

With hydrogenchloride; oxone||potassium monopersulfate triple salt; potassium acetate; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

upstream raw materials:

1-[(1,1-dimethylethoxy)-carbonyl]-4-hydroxy-2-pyrrolidine carboxylic acid methyl ester

tert-butyl 4-hydroxy-2-methylpyrrolidine-1-carboxylate

tert-butyl 2-methyl-4-oxopyrrolidine-1-carboxylate

(Z)-tert-butyl 3-((dimethylamino)methylene)-2-methyl-4-oxopyrrolidine-1-carboxylate