Methanone, [4-(3-bromopropoxy)phenyl](2-ethylthieno[3,2-c]pyridin-3-yl)-

Base Information

• Chemical Name: Methanone, [4-(3-bromopropoxy)phenyl](2-ethylthieno[3,2-c]pyridin-3-yl)-
• CAS No.: 90997-52-7
• Molecular Formula: C₁₉H₁₈BrNO₂S
• Molecular Weight: 404.327
• Mol file: 90997-52-7.mol

Synonyms:

Chemical Property of Methanone, [4-(3-bromopropoxy)phenyl](2-ethylthieno[3,2-c]pyridin-3-yl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methanone, [4-(3-bromopropoxy)phenyl](2-ethylthieno[3,2-c]pyridin-3-yl)-

There total 7 articles about Methanone, [4-(3-bromopropoxy)phenyl](2-ethylthieno[3,2-c]pyridin-3-yl)- 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:

ticlopidine (55142-85-3) → [4-(3-Bromo-propoxy)-phenyl]-(2-ethyl-thieno[3,2-c]pyridin-3-yl)-methanone (90997-52-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) BuLi, HMPT / 1.) THF, 0 deg C, 1 h, 2.) THF, RT, overnight

2: 82 percent / NaBH₄, trifluoroacetic acid / CH₂Cl₂ / 3 h / Ambient temperature

3: 32 percent / SnCl₄ / CH₂Cl₂ / 20 h / Ambient temperature

4: 51 percent / 10percent Pd/C / diphenyl ether / 0.5 h / 260 °C

5: 28 percent / 48percent aq. HBr, acetic acid / 4 h / 80 °C

6: 1.) aq. NaOH / 1.) RT, 1 h, 2.) DMF, RT, 48 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; palladium on activated charcoal; n-butyllithium; hydrogen bromide; tin(IV) chloride; acetic acid; trifluoroacetic acid; In diphenylether; dichloromethane;

Reference yield:

4-methoxy-benzoyl chloride (100-07-2) → [4-(3-Bromo-propoxy)-phenyl]-(2-ethyl-thieno[3,2-c]pyridin-3-yl)-methanone (90997-52-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 32 percent / SnCl₄ / CH₂Cl₂ / 20 h / Ambient temperature

2: 51 percent / 10percent Pd/C / diphenyl ether / 0.5 h / 260 °C

3: 28 percent / 48percent aq. HBr, acetic acid / 4 h / 80 °C

4: 1.) aq. NaOH / 1.) RT, 1 h, 2.) DMF, RT, 48 h

With sodium hydroxide; palladium on activated charcoal; hydrogen bromide; tin(IV) chloride; acetic acid; In diphenylether; dichloromethane;

Reference yield:

1-[5-(2-Chloro-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-2-yl]-ethanol (90997-23-2) → [4-(3-Bromo-propoxy)-phenyl]-(2-ethyl-thieno[3,2-c]pyridin-3-yl)-methanone (90997-52-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / NaBH₄, trifluoroacetic acid / CH₂Cl₂ / 3 h / Ambient temperature

2: 32 percent / SnCl₄ / CH₂Cl₂ / 20 h / Ambient temperature

3: 51 percent / 10percent Pd/C / diphenyl ether / 0.5 h / 260 °C

4: 28 percent / 48percent aq. HBr, acetic acid / 4 h / 80 °C

5: 1.) aq. NaOH / 1.) RT, 1 h, 2.) DMF, RT, 48 h

With sodium hydroxide; sodium tetrahydroborate; palladium on activated charcoal; hydrogen bromide; tin(IV) chloride; acetic acid; trifluoroacetic acid; In diphenylether; dichloromethane;

upstream raw materials:

1.3-chlorobromopropane

(2-Ethyl-thieno[3,2-c]pyridin-3-yl)-(4-hydroxy-phenyl)-methanone

ticlopidine

4-methoxy-benzoyl chloride

Refernces