N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine

Base Information

• Chemical Name: N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine
• CAS No.: 1229245-69-5
• Molecular Formula: C₁₄H₁₈ClNO
• Molecular Weight: 251.756
• Mol file: 1229245-69-5.mol

Synonyms:N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine

Chemical Property of N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine

There total 2 articles about N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine 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:

N-[(3-bromo-5-chlorophenyl)methyl]cyclopropanamine (1229245-70-8) + (E)-3-methoxy-1-propenylboronic acid pinacol ester (165059-42-7,934342-48-0) → N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine (1229245-69-5)

Guidance literature:

With sodium carbonate; trans-dichlorobis(triphenylphosphine)palladium(II); In propan-1-ol; N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere of nitrogen;

Reference yield:

3-bromo-5-chloro-benzaldehyde (188813-05-0) → N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine (1229245-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; acetic acid / tetrahydrofuran; methanol / 20 h / 20 °C

2: sodium carbonate / trans-dichlorobis(triphenylphosphine)palladium(II) / propan-1-ol; N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere of nitrogen

With sodium tetrahydroborate; sodium carbonate; acetic acid; trans-dichlorobis(triphenylphosphine)palladium(II); In tetrahydrofuran; methanol; propan-1-ol; N,N-dimethyl-formamide;

Reference yield:

N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine (1229245-69-5) → N-({3-chloro-5-[3-(methyloxy)propyl]phenyl}methyl)cyclopropanamine (1194487-53-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 20 ℃; for 14h;

upstream raw materials:

N-[(3-bromo-5-chlorophenyl)methyl]cyclopropanamine

(E)-3-methoxy-1-propenylboronic acid pinacol ester

3-bromo-5-chloro-benzaldehyde

Downstream raw materials:

N-({3-chloro-5-[3-(methyloxy)propyl]phenyl}methyl)cyclopropanamine