2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Base Information

Chemical Name:2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
CAS No.:1384522-79-5
Molecular Formula:C₂₅H₃₀BN₃O₃
Molecular Weight:431.342
Hs Code.:

Synonyms:2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

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Chemical Property of 2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

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Technology Process of 2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

There total 4 articles about 2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 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: 96.5%

: 1384522-78-4
4-bromo-2-methoxy-N,N-bis(pyridine-2-ylmethyl)aniline

: 73183-34-3
bis(pinacol)diborane

: 1384522-79-5
2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Guidance literature:: With Pd₂dba3; DavePhos; KOAc; In 1,4-dioxane; (N2) arylbromide, KOAc, Pd2dba3, DavePhos and B2(Pin)2 in dioxane were heated at 110°C for 48 h; react. mixt. was cooled, washed with water, dried with Na2SO4, chromy. on alumina (EtOAc-hexane 2:3);
DOI:10.1039/c2dt30135k

Reference yield:

: 1384522-77-3
2-methoxy-N,N-bis(pyridine-2-ylmethyl)aniline

: 1384522-79-5
2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Guidance literature:: Multi-step reaction with 2 steps

1: [K(18-crown-6)]Br₃ / acetonitrile / 2 h / 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; DavePhos / 1,4-dioxane / 48 h / 110 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; [K(18-crown-6)]Br₃; potassium acetate; DavePhos; In 1,4-dioxane; acetonitrile;
DOI:10.1039/c2dt30135k

Reference yield:

: 1121-60-4
pyridine-2-carbaldehyde

: 1384522-79-5
2-methoxy-N,N-bis(pyridin-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tris(acetoxy)borohydride / dichloromethane / 12 h / 20 °C

2: [K(18-crown-6)]Br₃ / acetonitrile / 2 h / 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; DavePhos / 1,4-dioxane / 48 h / 110 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; [K(18-crown-6)]Br₃; potassium acetate; sodium tris(acetoxy)borohydride; DavePhos; In 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1039/c2dt30135k