1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

Base Information

Chemical Name:1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide
CAS No.:535969-58-5
Molecular Formula:C₃₄H₂₉ClF₂N₂O₅
Molecular Weight:619.064
Hs Code.:

1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

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Chemical Property of 1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

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Technology Process of 1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

There total 14 articles about 1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 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:

: 2150-44-9
1-carbomethoxy-3,5-dihydroxybenzene

: 535969-58-5
1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

Guidance literature:: Multi-step reaction with 11 steps

1: 39 percent / NaH / dimethylformamide

2: 96 percent / K₂CO₃ / dimethylformamide

3: 95 percent / aq. NaOH / ethanol

4: 90 percent / DPPA; Et₃N / toluene; 2-methyl-propan-2-ol

5: 78 percent / HCl / ethyl acetate

6: 64 percent / K₂CO₃ / dimethylformamide

7: 97 percent / aq. NaOH / methanol

8: (COCl)2

9: 92 percent / H₂ / Pd/C / ethanol

10: NaH / dimethylformamide

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; diphenyl-phosphinic acid; hydrogen; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2003.12.063

Reference yield:

: 54915-31-0
methyl 3-(benzyloxy)-5-hydroxybenzoate

: 535969-58-5
1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / K₂CO₃ / dimethylformamide

2: 95 percent / aq. NaOH / ethanol

3: 90 percent / DPPA; Et₃N / toluene; 2-methyl-propan-2-ol

4: 78 percent / HCl / ethyl acetate

5: 64 percent / K₂CO₃ / dimethylformamide

6: 97 percent / aq. NaOH / methanol

7: (COCl)2

8: 92 percent / H₂ / Pd/C / ethanol

9: NaH / dimethylformamide

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; diphenyl-phosphinic acid; hydrogen; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2003.12.063

Reference yield:

: 50637-27-9
3-(benzyloxy)-5-methoxybenzoic acid

: 535969-58-5
1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / DPPA; Et₃N / toluene; 2-methyl-propan-2-ol

2: 78 percent / HCl / ethyl acetate

3: 64 percent / K₂CO₃ / dimethylformamide

4: 97 percent / aq. NaOH / methanol

5: (COCl)2

6: 92 percent / H₂ / Pd/C / ethanol

7: NaH / dimethylformamide

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; diphenyl-phosphinic acid; hydrogen; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2003.12.063