(4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)methanone

Base Information

Chemical Name:(4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)methanone
CAS No.:1359973-12-8
Molecular Formula:C₁₈H₁₆F₃N₃O
Molecular Weight:347.34
Hs Code.:

Synonyms:(4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)methanone

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Chemical Property of (4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)methanone

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Technology Process of (4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)methanone

There total 5 articles about (4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)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: 91.0%

: 1359973-18-4
3-cyclopentyl-2-iodo-3H-imidazo[4,5-b]pyridine

: 179113-90-7
(3-(trifluoromethoxy)phenyl)boronic acid

: 1359973-12-8
(4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)methanone

Guidance literature:: With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); cesium fluoride; In methanol; 1,2-dimethoxyethane; at 20 - 110 ℃; for 0.65h; under 1500.15 Torr; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.tetlet.2011.12.051

Reference yield: 84.0%

: 1397718-37-4
2-bromo-3-cyclopentyl-3H-imidazo[4,5-b]pyridine

: C₇H₄BF₆O^(1-)*K⁽¹⁺⁾

: 1359973-12-8
(4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)methanone

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; cesium acetate; tetrabutylammonium acetate; ruphos; In water; acetonitrile; at 90 ℃; regioselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1071/CH15420

Reference yield:

: 951523-75-4
N²-cyclopentylpyridine-2,3-diamine

: 1359973-12-8
(4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)(pyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 °C / Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 1.33 h / -78 °C / Inert atmosphere

3.1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); cesium fluoride / methanol; 1,2-dimethoxyethane / 0.65 h / 20 - 110 °C / 1500.15 Torr / Inert atmosphere; Microwave irradiation

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); tert.-butyl lithium; cesium fluoride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; 3.1: Suzuki coupling;
DOI:10.1016/j.tetlet.2011.12.051