ECOPIPAM

Base Information

• Chemical Name: ECOPIPAM
• CAS No.: 112107-92-3
• Molecular Formula: C₁₉H₂₀ClNO
• Molecular Weight: 313.827
• Mol file: 112107-92-3.mol

Synonyms:5H-Benzo[d]naphth[2,1-b]azepin-12-ol, 11-chloro-6,6a,7,8,9,13b-hexahydro-7-methyl-

Chemical Property of ECOPIPAM

Chemical Property:

• Boiling Point: 451.9±45.0 °C(Predicted)
• PKA: 8.73±0.20(Predicted)
• PSA: 0.00000
• Density: 1.220±0.06 g/cm3(Predicted)
• LogP: 0.00000

Purity/Quality:

SCH 39166 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ECOPIPAM

There total 67 articles about ECOPIPAM 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: 89.0%

trans-(-)-(6aS,13bR)-11-chloro-6,6a,7,8,9,13b-hexahydro-7-methyl-12-methoxy-5H-benzonaphth<2,1-b>azepine → ecopipam (112108-01-7,112107-92-3)

Guidance literature:

With hydrogen bromide; acetic acid; at 130 ℃; for 7h; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.01.017

Reference yield:

1,2-Dihydronaphthalene (447-53-0) → ecopipam (112108-01-7,112107-92-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium hydrogencarbonate / methanol; acetonitrile / 0.08 h / Inert atmosphere

1.2: 17 h / 25 - 30 °C / Inert atmosphere

2.1: Teflon acid / 20 h / Autoclave; Heating; Inert atmosphere

3.1: n-butyllithium; p-toluenesulfonyl chloride; 1,10-Phenanthroline / tetrahydrofuran / Inert atmosphere

3.2: Inert atmosphere

4.1: methanesulfonic acid / dichloromethane / 69 h / 0 - 40 °C / Inert atmosphere

4.2: 1 h / Inert atmosphere

5.1: Di-p-toluoyl-L-tartaric acid / Resolution of racemate; Inert atmosphere

5.2: Inert atmosphere

With n-butyllithium; 1,10-Phenanthroline; methanesulfonic acid; Di-p-toluoyl-L-tartaric acid; potassium hydrogencarbonate; p-toluenesulfonyl chloride; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1021/op970121s

Reference yield:

1,2-epoxy-3,4-dihydronaphthalene (2461-34-9) → ecopipam (112108-01-7,112107-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Teflon acid / 20 h / Autoclave; Heating; Inert atmosphere

2.1: n-butyllithium; p-toluenesulfonyl chloride; 1,10-Phenanthroline / tetrahydrofuran / Inert atmosphere

2.2: Inert atmosphere

3.1: methanesulfonic acid / dichloromethane / 69 h / 0 - 40 °C / Inert atmosphere

3.2: 1 h / Inert atmosphere

4.1: Di-p-toluoyl-L-tartaric acid / Resolution of racemate; Inert atmosphere

4.2: Inert atmosphere

With n-butyllithium; 1,10-Phenanthroline; methanesulfonic acid; Di-p-toluoyl-L-tartaric acid; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/op970121s

upstream raw materials:

3-phenyl-propionaldehyde

1-chloro-2-methoxy-4-(4-phenyl-but-1-enyl)-benzene

(+)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-4-nitro-benzenesulfonamide

C₂₄H₂₃ClN₂O₅S

Refernces

• 1、 Hajra, Saumen,Bar, Sukanta. "Catalytic enantioselective synthesis of the dopamine D1 antagonist ecopipam". experimental part. p. 151 - 156. Retrieved 2012/06/16.