N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

Base Information

Chemical Name:N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide
CAS No.:1616474-28-2
Molecular Formula:C₃₇H₄₁N₉O₃
Molecular Weight:659.791
Hs Code.:

N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

Synonyms:N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

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Chemical Property of N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

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Technology Process of N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

There total 15 articles about N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-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: 89.0%

: 1616474-17-9
N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

: 1616474-28-2
N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: With potassium carbonate; In methanol; water; for 3h; Reflux;
DOI:10.1016/j.tet.2014.05.033

Reference yield:

: 6959-48-4
3-chloromethylpyridinium chloride

: 1616474-28-2
N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: caesium carbonate / N,N-dimethyl-formamide / 48 h / 20 - 80 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 16 h / 80 °C / Inert atmosphere

3: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 1 h / Inert atmosphere; Reflux

4: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate / tert-butyl alcohol / 16 h / Inert atmosphere; Reflux

5: potassium carbonate / methanol; water / 3 h / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; potassium carbonate; caesium carbonate; XPhos; In 1,4-dioxane; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol; 2: |Miyaura Borylation Reaction / 3: |Suzuki Coupling / 4: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.tet.2014.05.033

Reference yield:

: 1250978-27-8
3-((3-iodophenoxy)methyl)pyridine

: 1616474-28-2
N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 16 h / 80 °C / Inert atmosphere

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 1 h / Inert atmosphere; Reflux

3: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate / tert-butyl alcohol / 16 h / Inert atmosphere; Reflux

4: potassium carbonate / methanol; water / 3 h / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; potassium carbonate; XPhos; In 1,4-dioxane; methanol; water; dimethyl sulfoxide; tert-butyl alcohol; 1: |Miyaura Borylation Reaction / 2: |Suzuki Coupling / 3: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.tet.2014.05.033