(R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

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Chemical Name:(R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone
CAS No.:1227075-57-1
Molecular Formula:C₂₂H₃₃BN₂O₃
Molecular Weight:384.327
Hs Code.:

Synonyms:(R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

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Chemical Property of (R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

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Technology Process of (R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

There total 1 articles about (R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone 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: 62.0%

: 60419-23-0
(R)-(-)-1-(2-pyrrolidinylmethyl)pyrrolidine

: 180516-87-4
4-carboxyphenylboronic acid pinacol ester

: 1227075-57-1
(R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

Guidance literature:: 4-carboxyphenylboronic acid pinacol ester; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 0.5h; Inert atmosphere;

(R)-(-)-1-(2-pyrrolidinylmethyl)pyrrolidine; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jm2007613

Reference yield:

: 754230-78-9
3-(benzyloxy)-5-bromopyridine-2-amine

: 1227075-57-1
(R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

: 756520-43-1
(R)-(4-(5-benzyloxy-6-aminopyridin-3-yl)phenyl)(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)methanone

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jm2007613

Reference yield:

: 1227075-57-1
(R)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

: (R)-(4-(5-(2-chlorobenzyloxy)-6-aminopyridin-3-yl)phenyl)-(2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,2-dimethoxyethane; water / 12 h / 80 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; hydrogen; sodium hydride; caesium carbonate; In methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; mineral oil; 1.1: Suzuki coupling;
DOI:10.1021/jm2007613