N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

Base Information

Chemical Name:N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide
CAS No.:1312593-84-2
Molecular Formula:C₂₅H₂₁ClN₄O₄S₂
Molecular Weight:541.051
Hs Code.:

Synonyms:N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

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Chemical Property of N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

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Technology Process of N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

There total 8 articles about N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide 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:

: 1312595-04-2
1,1-dimethylethyl 4-(3-bromo-4-{[(3-chlorophenyl)sulfonyl]amino}-6-methylthieno[2,3-b]pyridin-2-yl)-1H-pyrazole-1-carboxylate

: 365564-07-4
3,5-dimethoxyphenylboronic acid pinacol ester

: 1312593-84-2
N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

Guidance literature:: With water; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; N,N-dimethyl-formamide; at 110 ℃; for 0.5h; microwave irradiation;

Reference yield:

: 4651-82-5
2-amino-3-cyanothiophene

: 1312593-84-2
N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: tin(IV) chloride / toluene / 4.5 h / 20 °C / Reflux

1.2: 20 °C

2.1: bromine; acetic acid / 20 °C

3.1: sodium t-butanolate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

4.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; 1,4-dioxane; water / 2 h / 100 °C

5.1: bromine / chloroform / 4 h / 60 °C

6.1: sodium hydroxide; water / dimethyl sulfoxide / 1.5 h / 150 °C

6.2: 20 °C / pH ~ 4 - 5

6.3: 1 h / 200 °C

7.1: dmap; triethylamine / acetonitrile / 1.5 h / 20 °C

8.1: potassium carbonate; water / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; 1,4-dioxane / 0.5 h / 110 °C / microwave irradiation

With dmap; water; bromine; tin(IV) chloride; potassium carbonate; acetic acid; triethylamine; sodium hydroxide; sodium t-butanolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 1312594-89-0
ethyl 4-amino-6-methylthieno[2,3-b]pyridine-5-carboxylate

: 1312593-84-2
N-[3-[3,5-bis(methyloxy)phenyl]-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: bromine; acetic acid / 20 °C

2.1: sodium t-butanolate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; 1,4-dioxane; water / 2 h / 100 °C

4.1: bromine / chloroform / 4 h / 60 °C

5.1: sodium hydroxide; water / dimethyl sulfoxide / 1.5 h / 150 °C

5.2: 20 °C / pH ~ 4 - 5

5.3: 1 h / 200 °C

6.1: dmap; triethylamine / acetonitrile / 1.5 h / 20 °C

7.1: potassium carbonate; water / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; 1,4-dioxane / 0.5 h / 110 °C / microwave irradiation

With dmap; water; bromine; potassium carbonate; acetic acid; triethylamine; sodium hydroxide; sodium t-butanolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;