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

Base Information

• Chemical Name: 2-(4-chlorophenyl)-4-(3-tetrahydropyranmethyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester
• CAS No.: 1174718-03-6
• Molecular Formula: C₂₁H₂₁ClN₂O₃S
• Molecular Weight: 416.928
• Mol file: 1174718-03-6.mol

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

Chemical Property of 2-(4-chlorophenyl)-4-(3-tetrahydropyranmethyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-chlorophenyl)-4-(3-tetrahydropyranmethyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester

There total 7 articles about 2-(4-chlorophenyl)-4-(3-tetrahydropyranmethyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester 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-(3-tetrahydropyranmethyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester (1174718-03-6)

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:

(±)-3-(bromomethyl)tetrahydro-2H-pyran (116131-44-3) + 4-chloro-2-(4-chlorophenyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester (1174717-99-7) → 2-(4-chlorophenyl)-4-(3-tetrahydropyranmethyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester (1174718-03-6)

Guidance literature:

(±)-3-(bromomethyl)tetrahydro-2H-pyran; With diethylzinc; iron(III) chloride; 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; With diethylzinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at 40 - 45 ℃; for 4h;

Reference yield:

5-bromo-3-thiophenecarboxylic acid ethyl ester (170355-38-1) → 2-(4-chlorophenyl)-4-(3-tetrahydropyranmethyl)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester (1174718-03-6)

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:

(±)-3-(bromomethyl)tetrahydro-2H-pyran

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

2-bromothiophene-4-carboxylic acid

5-bromo-3-thiophenecarboxylic acid ethyl ester

Downstream raw materials:

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