methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[7-fluoro-2-(methyloxy)-8-quinolinyl]propanoate

Base Information

• Chemical Name: methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[7-fluoro-2-(methyloxy)-8-quinolinyl]propanoate
• CAS No.: 944407-20-9
• Molecular Formula: C₂₄H₃₂FN₃O₅
• Molecular Weight: 461.534
• Mol file: 944407-20-9.mol

Synonyms:

Chemical Property of methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[7-fluoro-2-(methyloxy)-8-quinolinyl]propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[7-fluoro-2-(methyloxy)-8-quinolinyl]propanoate

There total 6 articles about methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[7-fluoro-2-(methyloxy)-8-quinolinyl]propanoate 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: 92.0%

methyl 2-[7-fluoro-2-(methyloxy)-8-quinolinyl]-2-propenoate (944407-19-6) + (piperidin-4-yl)carbamic acid tert-butyl ester (73874-95-0) → methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[7-fluoro-2-(methyloxy)-8-quinolinyl]propanoate (944407-20-9)

Guidance literature:

With N,N,N₁,N₁-tetramethylguanidine; In N,N-dimethyl-formamide;

Reference yield:

7-fluoro-2-methoxy-8-methylquinoline (944407-15-2) → methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[7-fluoro-2-(methyloxy)-8-quinolinyl]propanoate (944407-20-9)

Guidance literature:

Multi-step reaction with 6 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / α,α,α-trifluorotoluene / 1 h / 70 °C / Irradiation

2: N,N-dimethyl-formamide / 70 °C

3: chloro-trimethyl-silane / 2.25 h / 79 °C

4: triethylamine / hexanes; acetonitrile / 3 h / 20 °C

5: N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate / cyclohexane / 5 h / 86 °C

6: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 2 h / 50 - 80 °C

With N-Bromosuccinimide; chloro-trimethyl-silane; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; triethylamine; N,N,N',N'-tetramethylguanidine; dibenzoyl peroxide; In hexanes; cyclohexane; α,α,α-trifluorotoluene; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

8-(bromomethyl)-7-fluoro-2-methoxyquinoline (944407-16-3) → methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[7-fluoro-2-(methyloxy)-8-quinolinyl]propanoate (944407-20-9)

Guidance literature:

Multi-step reaction with 5 steps

1: N,N-dimethyl-formamide / 70 °C

2: chloro-trimethyl-silane / 2.25 h / 79 °C

3: triethylamine / hexanes; acetonitrile / 3 h / 20 °C

4: N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate / cyclohexane / 5 h / 86 °C

5: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 2 h / 50 - 80 °C

With chloro-trimethyl-silane; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; triethylamine; N,N,N',N'-tetramethylguanidine; In hexanes; cyclohexane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

methyl 2-[7-fluoro-2-(methyloxy)-8-quinolinyl]-2-propenoate

(piperidin-4-yl)carbamic acid tert-butyl ester

7-fluoro-2-methoxy-8-methylquinoline

8-(bromomethyl)-7-fluoro-2-methoxyquinoline

Downstream raw materials:

(1R)-9-fluoro-1-{[4-({2-[(3-fluorophenyl)oxy]ethyl}amino)-1-piperidinyl]methyl}-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one

(1R)-9-fluoro-1-[(4-{[3-(3-fluorophenyl)propyl]amino}-1-piperidinyl)methyl]-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one

(1R)-9-fluoro-1-[(4-{[(2E)-3-(3-fluorophenyl)-2-propen-1-yl]amino}-1-piperidinyl)methyl]-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one

(1R)-1-[(4-{[(2E)-3-(2,5-difluorophenyl)-2-propen-1-yl]amino}-1-piperidinyl)methyl]-9-fluoro-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one