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

Base Information

Chemical Name:N-[3-bromo-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide
CAS No.:1312593-80-8
Molecular Formula:C₁₇H₁₂BrClN₄O₂S₂
Molecular Weight:483.797
Hs Code.:

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

There total 6 articles about N-[3-bromo-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:

: 1312595-03-1
ethyl 3-bromo-4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridine-5-carboxylate

: 1312593-80-8
N-[3-bromo-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

Guidance literature:: ethyl 3-bromo-4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridine-5-carboxylate; With water; sodium hydroxide; In dimethyl sulfoxide; at 150 ℃; for 1.5h;

With formic acid; In water; dimethyl sulfoxide; at 20 ℃; pH=~ 4 - 5;

In diphenylether; dimethyl sulfoxide; at 200 ℃; for 1h; Product distribution / selectivity;

Reference yield:

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

: 1312593-80-8
N-[3-bromo-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

: 1312593-80-8
N-[3-bromo-6-methyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 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

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