2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate

Base Information

• Chemical Name: 2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate
• CAS No.: 1174718-08-1
• Molecular Formula: C₂₆H₃₀ClN₃O₄S
• Molecular Weight: 516.061
• Mol file: 1174718-08-1.mol

Synonyms:2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate

Chemical Property of 2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate

There total 8 articles about 2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate 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:

2-bromothiophene-4-carboxylic acid (100523-84-0) → 2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate (1174718-08-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sulfuric acid / Reflux

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; toluene / 3 h / Reflux

3.1: tetrahydrofuran / 20 °C

3.2: -78 °C / Inert atmosphere

3.3: pH 3

4.1: hydrazine hydrate / ethanol / 20 - 70 °C

5.1: trichlorophosphate / 3 h / 95 °C

6.1: iron(III) chloride; diethylzinc / copper(l) chloride / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 0.75 h / 40 - 45 °C

6.2: 4 h / 45 °C

With iron(III) chloride; hydrazine hydrate; sulfuric acid; diethylzinc; sodium carbonate; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) chloride; In tetrahydrofuran; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; ethanol; water; toluene;

Reference yield:

4-chloro-2-(4-chlorophenyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester (1174717-99-7) + tert-butyl 4-(bromomethyl)piperidine-1-carboxylate (158407-04-6) → 2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate (1174718-08-1)

Guidance literature:

tert-butyl 4-(bromomethyl)piperidine-1-carboxylate; With iron(III) chloride; diethylzinc; copper(l) chloride; In 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at 40 - 45 ℃; for 0.75h;

4-chloro-2-(4-chlorophenyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at 45 ℃; for 4h;

Reference yield:

5-bromo-3-thiophenecarboxylic acid ethyl ester (170355-38-1) → 2-(4-chlorophenyl)-4-(N-Boc-4-piperidinemethyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate (1174718-08-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; toluene / 3 h / Reflux

2.1: tetrahydrofuran / 20 °C

2.2: -78 °C / Inert atmosphere

2.3: pH 3

3.1: hydrazine hydrate / ethanol / 20 - 70 °C

4.1: trichlorophosphate / 3 h / 95 °C

5.1: iron(III) chloride; diethylzinc / copper(l) chloride / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 0.75 h / 40 - 45 °C

5.2: 4 h / 45 °C

With iron(III) chloride; hydrazine hydrate; diethylzinc; sodium carbonate; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) chloride; In tetrahydrofuran; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; ethanol; water; toluene;

upstream raw materials:

4-chloro-2-(4-chlorophenyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester

tert-butyl 4-(bromomethyl)piperidine-1-carboxylate

2-bromothiophene-4-carboxylic acid

5-bromo-3-thiophenecarboxylic acid ethyl ester

Downstream raw materials:

4-(N-Boc-4-piperidinemethyl)-2-(4-chlorophenyl)-7-aminocarbonyl-thieno[2,3-d]pyridazine

2-(4-chlorophenyl)-4-(4-piperidinemethyl)-thieno[2,3-d]pyridazine-7-carboxylic acid amide