3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate

Base Information

Chemical Name:3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate
CAS No.:1312595-06-4
Molecular Formula:C₂₅H₂₁ClN₂O₆S₃
Molecular Weight:577.103
Hs Code.:

Synonyms:3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate

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Chemical Property of 3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate

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Technology Process of 3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate

There total 8 articles about 3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate 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:

: 586-37-8
1-(3-Methoxyphenyl)ethanone

: 1312595-06-4
3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane; acetic acid / 16 h / 70 °C / Inert atmosphere

2.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 0.75 h / 35 °C / Inert atmosphere

3.1: tin(IV) chloride / toluene / 3.5 h / 20 °C / Reflux

3.2: 20 °C

4.1: N-Bromosuccinimide / dichloromethane / 0.75 h / 20 °C

5.1: sodium hydroxide; water / dimethyl sulfoxide / 1 h / 150 °C

5.2: 20 °C / pH 6

6.1: copper; quinoline / 1 h / 180 - 190 °C / microwave irradiation

7.1: sodium t-butanolate / tetrahydrofuran / 0.25 h / 20 °C

7.2: 3.5 h

8.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 3 h / 70 °C / Inert atmosphere

9.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C

With quinoline; N-Bromosuccinimide; water; tin(IV) chloride; copper; sodium hydrogencarbonate; sulfur; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; sodium hydroxide; sodium t-butanolate; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;

Reference yield:

: 86604-43-5
2-(1-(3-methoxyphenyl)ethylidene)malononitrile

: 1312595-06-4
3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 0.75 h / 35 °C / Inert atmosphere

2.1: tin(IV) chloride / toluene / 3.5 h / 20 °C / Reflux

2.2: 20 °C

3.1: N-Bromosuccinimide / dichloromethane / 0.75 h / 20 °C

4.1: sodium hydroxide; water / dimethyl sulfoxide / 1 h / 150 °C

4.2: 20 °C / pH 6

5.1: copper; quinoline / 1 h / 180 - 190 °C / microwave irradiation

6.1: sodium t-butanolate / tetrahydrofuran / 0.25 h / 20 °C

6.2: 3.5 h

7.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 3 h / 70 °C / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C

With quinoline; N-Bromosuccinimide; water; tin(IV) chloride; copper; sodium hydrogencarbonate; sulfur; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; sodium t-butanolate; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;

Reference yield:

: 1312593-02-4
N-{2-bromo-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}-3-chlorobenzenesulfonamide

: 1312595-06-4
3-{4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-2-yl}-2-propyn-1-yl methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 3 h / 70 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran;