4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine

Base Information

Chemical Name:4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine
CAS No.:1201581-68-1
Molecular Formula:C₁₆H₁₆ClN₅O
Molecular Weight:329.789
Hs Code.:

Synonyms:4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine

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Chemical Property of 4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine

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Technology Process of 4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine

There total 7 articles about 4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-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:

: 924907-34-6
(R)-2-(2-chlorophenoxymethyl)pyrrolidine

: 5399-92-8
4-chloro-1H-pyrazolo[3,4-d]pyrimidine

: 1201581-68-1
4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine

Guidance literature:: With triethylamine; In butan-1-ol; at 100 ℃; for 1.5h;
DOI:10.1016/j.bmcl.2016.12.019

Reference yield:

: 344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7
D-Prolin

: 1201581-68-1
4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine

Guidance literature:: Multi-step reaction with 7 steps

1: thionyl chloride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

2: triethylamine / tert-butyl alcohol / 21 h / 25 °C

3: lithium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 19 h / -20 - 20 °C

4: triethylamine / dichloromethane

5: caesium carbonate / N,N-dimethyl-formamide / 16 h / 60 °C

6: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7: triethylamine / butan-1-ol / 1.5 h / 100 °C

With sodium tetrahydroborate; thionyl chloride; caesium carbonate; triethylamine; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; butan-1-ol;
DOI:10.1016/j.bmcl.2016.12.019

Reference yield:

: 43041-12-9
methyl (2R)-pyrrolidine-2-carboxylate

: 1201581-68-1
4-[(R)-2-(2-chlorophenoxymethyl)pyrrolidin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / tert-butyl alcohol / 21 h / 25 °C

2: lithium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 19 h / -20 - 20 °C

3: triethylamine / dichloromethane

4: caesium carbonate / N,N-dimethyl-formamide / 16 h / 60 °C

5: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6: triethylamine / butan-1-ol / 1.5 h / 100 °C

With sodium tetrahydroborate; caesium carbonate; triethylamine; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; butan-1-ol;
DOI:10.1016/j.bmcl.2016.12.019