ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Base Information

Chemical Name:ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate
CAS No.:79905-33-2
Molecular Formula:C₂₄H₂₇N₃O₄
Molecular Weight:421.496
Hs Code.:

Synonyms:ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

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Chemical Property of ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

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Technology Process of ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

There total 8 articles about ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate 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: 95.0%

: 83593-35-5
ethyl 6-benzyloxy-1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-7-carboxylate

: 1188-33-6
N,N-dimethylformamide diethyl diacetal

: 79905-33-2
ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Guidance literature:: In N,N,N,N,N,N-hexamethylphosphoric triamide; at 140 ℃; for 11h;
DOI:10.1248/cpb.32.4914

Reference yield:

: 73101-78-7
3-ethoxy-6-nitro-2-picoline

: 79905-33-2
ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / H₂, 5percent Pd-C / ethanol

2: 85 percent / ethanol / 1 h / Heating

3: 85 percent / 1 h / Heating; Dowtherm

4: 87 percent / K₂CO₃ / dimethylformamide / 1 h / 90 - 100 °C

5: 89 percent / AlCl₃ / CH₂Cl₂ / Ambient temperature

6: 98 percent / K₂CO₃ / N,N-dimethyl-acetamide / 0.5 h / 110 °C

7: 95 percent / hexamethylphosphoric acid triamide / 11 h / 140 °C

With palladium on activated charcoal; aluminium trichloride; hydrogen; potassium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1248/cpb.32.4914

Reference yield:

: 6652-01-3
3-ethoxy-2-methyl-pyridine

: 79905-33-2
ethyl 6-benzyloxy-7-(2-dimethylaminovinyl)-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 91 percent / conc. H₂SO₄, fum. HNO₃ / 0.5 h / 0 - 3 °C

2: 91 percent / H₂, 5percent Pd-C / ethanol

3: 85 percent / ethanol / 1 h / Heating

4: 85 percent / 1 h / Heating; Dowtherm

5: 87 percent / K₂CO₃ / dimethylformamide / 1 h / 90 - 100 °C

6: 89 percent / AlCl₃ / CH₂Cl₂ / Ambient temperature

7: 98 percent / K₂CO₃ / N,N-dimethyl-acetamide / 0.5 h / 110 °C

8: 95 percent / hexamethylphosphoric acid triamide / 11 h / 140 °C

With palladium on activated charcoal; aluminium trichloride; sulfuric acid; hydrogen; nitric acid; potassium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1248/cpb.32.4914