(E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide

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Chemical Name:(E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide
CAS No.:1453199-31-9
Molecular Formula:C₃₀H₂₇ClN₆O₃S
Molecular Weight:587.102
Hs Code.:

Synonyms:(E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide

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Chemical Property of (E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide

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Technology Process of (E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide

There total 4 articles about (E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide 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%

: 1453198-99-6
N₁-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine

: 1130155-48-4
(E)-4-(dimethylamino)-2-butenoic acid hydrochloride

: 1453199-31-9
(E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide

Guidance literature:: (E)-4-(dimethylamino)-2-butenoic acid hydrochloride; With oxalyl dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.5h;

N₁-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm400822z

Reference yield:

: 882562-40-5
3-(2,5-dichloropyrimidin-4-yl)-1-(phenylsulfonyl)-1H-indole

: 1453199-31-9
(E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide

Guidance literature:: Multi-step reaction with 3 steps

1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 80 °C

2: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

3: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C

With oxalyl dichloride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm400822z

Reference yield:

: 870717-93-4
1-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

: 1453199-31-9
(E)-N-(3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; acetonitrile / Inert atmosphere; Reflux

2: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 80 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

4: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; sodium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm400822z