(R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

Base Information

• Chemical Name: (R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide
• CAS No.: 1159997-31-5
• Molecular Formula: C₂₄H₁₈F₃N₃O
• Molecular Weight: 421.422
• Mol file: 1159997-31-5.mol

Synonyms:(R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

Chemical Property of (R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

There total 7 articles about (R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide 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: 96.0%

(R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1159997-92-8) + p-cyanophenyl isocyanate (40465-45-0) → (R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide (1159997-31-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm401955h

Reference yield:

phenethylamine (64-04-0) → (R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide (1159997-31-5)

Guidance literature:

Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: phosphorus pentoxide / 165 °C

3: sodium tetrahydroborate / methanol / 20 °C

4: chiral column / Resolution of racemate

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With sodium tetrahydroborate; phosphorus pentoxide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; 2: |Bischler-Napieralski Reaction;

DOI:10.1021/jm401955h

Reference yield:

N-phenethyl-4-(trifluoromethyl)benzamide (38925-76-7) → (R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide (1159997-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: phosphorus pentoxide / 165 °C

2: sodium tetrahydroborate / methanol / 20 °C

3: chiral column / Resolution of racemate

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With sodium tetrahydroborate; phosphorus pentoxide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; 1: |Bischler-Napieralski Reaction;

DOI:10.1021/jm401955h

upstream raw materials:

(R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

p-cyanophenyl isocyanate

phenethylamine

N-phenethyl-4-(trifluoromethyl)benzamide