2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]benzamide

Base Information

Chemical Name:2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]benzamide
CAS No.:1143023-36-2
Molecular Formula:C₂₅H₂₆ClN₅O₄S₂
Molecular Weight:560.098
Hs Code.:

Synonyms:2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]benzamide

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Chemical Property of 2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]benzamide

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Technology Process of 2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]benzamide

There total 8 articles about 2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]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: 32.0%

: 109-01-3
1-methyl-piperazine

: 79-37-8
oxalyl dichloride

: 1143020-09-0
2-chloro-5-ethynylbenzamide

: 1143020-47-6
6-(3-iodopropylsulfonyl)benzothiazol-2-amine

: 1143023-36-2
2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]benzamide

Guidance literature:: oxalyl dichloride; 2-chloro-5-ethynylbenzamide; In tetrahydrofuran; at 60 ℃; for 1.5h;

6-(3-iodopropylsulfonyl)benzothiazol-2-amine; In tetrahydrofuran; at 60 ℃; for 2.08333h;

1-methyl-piperazine; In tetrahydrofuran; at 60 ℃; for 2h;

Reference yield:

: 19094-56-5
2-chloro-5-iodobenzoic acid

: 1143023-36-2
2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanol / 45 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 0.75 h / 20 °C

3.1: sodium hydroxide / water; methanol / 1 h

4.1: N-ethyl-N,N-diisopropylamine; isopropyl chloroformate / tetrahydrofuran; toluene / 6 h / 20 °C

4.2: 0.25 h / 20 °C

5.1: tetrahydrofuran / 1.5 h / 60 °C / Inert atmosphere

6.1: tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

7.1: tetrahydrofuran / 2 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; isopropyl chloroformate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; toluene;
DOI:10.1021/jm500610n

Reference yield:

: 792911-91-2
methyl 2-chloro-5-((trimethylsilyl)ethynyl)benzoate

: 1143023-36-2
2-chloro-5-ethynyl-N-[[6-[3-(4-methylpiperazin-1-yl)propylsulfonyl]benzothiazol-2-yl]carbamoyl]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / water; methanol / 1 h

2.1: N-ethyl-N,N-diisopropylamine; isopropyl chloroformate / tetrahydrofuran; toluene / 6 h / 20 °C

2.2: 0.25 h / 20 °C

3.1: tetrahydrofuran / 1.5 h / 60 °C / Inert atmosphere

4.1: tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

5.1: tetrahydrofuran / 2 h / 60 °C

With isopropyl chloroformate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; toluene;
DOI:10.1021/jm500610n