2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide

Base Information

Chemical Name:2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide
CAS No.:1350411-29-8
Molecular Formula:C₂₁H₃₁N₃O₂
Molecular Weight:357.496
Hs Code.:

Synonyms:2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide

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Chemical Property of 2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide

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Technology Process of 2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide

There total 3 articles about 2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide 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: 91.0%

: 1146415-33-9
(2S,3'S)-2-methyl[1,3']bipyrrolidinyl dihydrochloride

: 1153383-64-2
4-bromo-N-(tetrahydropyran-4-yl)benzamide

: 1350411-29-8
2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide

Guidance literature:: (2S,3'S)-2-methyl[1,3']bipyrrolidinyl dihydrochloride; With potassium hydroxide; In methanol; dichloromethane; at 20 ℃; for 1h; Sonication;

4-bromo-N-(tetrahydropyran-4-yl)benzamide; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; at 85 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2014.12.036

Reference yield: 67.0%

: 1350411-29-8
2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide

Guidance literature:

Reference yield:

: 38041-19-9
4-aminotetrahydropyran

: 586-76-5
4-Bromobenzoic acid

: 1350411-29-8
2-methyl-4-((2S,3′S)-2-methyl[1,3′]bipyrrolidinyl-1′-yl)-N-(tetrahydropyran-4-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl-formamide / 16 h / 20 °C / Cooling with ice

2.1: potassium hydroxide / dichloromethane; methanol / 1 h / 20 °C / Sonication

2.2: 85 °C / Inert atmosphere

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.12.036