N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-benzamide

Base Information

Chemical Name:N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-benzamide
CAS No.:1312018-70-4
Molecular Formula:C₂₅H₂₉N₃O
Molecular Weight:387.525
Hs Code.:

Synonyms:N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-benzamide

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Chemical Property of N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-benzamide

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Technology Process of N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-benzamide

There total 8 articles about N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-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: 100.0%

: 1312018-69-1
4-[1-(1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-cyclopentyl-vinyl]-N-tert-butyl-benzamide

: 1312018-70-4
N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-benzamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h;

Reference yield:

: 143141-23-5
1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine

: 1312018-70-4
N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.08 h / -78 °C

1.2: 1 h / -78 °C

2.1: Dess-Martin periodane / dichloromethane / 1 h / 25 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

3.2: 1.5 h / -78 °C

4.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 100 °C / Microwave irradiation

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; sodium carbonate; Dess-Martin periodane; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water;

Reference yield:

: 14047-29-1
4-carboxyphenylboronic acid

: 1312018-70-4
N-tert-butyl-4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 6 h / 0 - 25 °C

2: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 100 °C / Microwave irradiation

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

With 4-methyl-morpholine; tetrabutyl ammonium fluoride; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;