4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine

Base Information

Chemical Name:4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine
CAS No.:1047405-14-0
Molecular Formula:C₁₇H₁₆Cl₂N₆O
Molecular Weight:391.26
Hs Code.:

Synonyms:4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine

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Chemical Property of 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine

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Technology Process of 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine

There total 13 articles about 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine 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:

: 2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

: 1047405-14-0
4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine

Guidance literature:: 2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester; With hydrogenchloride; methanol; In 1,4-dioxane; at 20 ℃; for 16h;

With water; sodium hydrogencarbonate; In ethyl acetate; Product distribution / selectivity;

Reference yield:

: 1046859-32-8
2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid ethyl ester

: 1047405-14-0
4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine

Guidance literature:: With trimethylsilyl iodide; In acetonitrile; at 75 ℃; Product distribution / selectivity;

Reference yield:

: 1028332-19-5
3,5-dichloro-2-iodophenol

: 1047405-14-0
4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2.1: palladium diacetate; triethylamine; CyJohnPhos / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

3.1: boron tribromide / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

3.2: Cooling

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.67 h / 120 °C / Inert atmosphere; Microwave irradiation

5.1: caesium carbonate / dimethyl sulfoxide / 2 h / 70 °C

6.1: trifluoroacetic acid / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; boron tribromide; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; trifluoroacetic acid; CyJohnPhos; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 4.1: Suzuki coupling;
DOI:10.1021/jm200128m