ethyl 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

Base Information

• Chemical Name: ethyl 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate
• CAS No.: 69407-71-2
• Molecular Formula: C₁₅H₁₆N₂O₄
• Molecular Weight: 288.303
• Hs Code.: 2933990090
• Mol file: 69407-71-2.mol

Synonyms:A9178;1-allyl-7-methyl-4-hydroxy-pyrido[2,3-b]-pyridine-2(1H)-one-3-carboxylic acid ethyl ester;1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester;1-allyl-1,2-dihydro-4-hydroxy-7-methyl-2-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester;ETHYL 1-ALLYL-4-HYDROXY-7-METHYL-2-OXO-1,2-DIHYDRO-1,8-NAPHTHYRIDINE-3-CARBOXYLATE;

Chemical Property of ethyl 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

Chemical Property:

• PSA: 81.42000
• LogP: 1.77320

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

There total 8 articles about ethyl 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-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:

2-ethylmalonyl dichloride (55552-69-7) + 2-allylamino-6-methylnicotinic acid methyl ester (78997-37-2) → 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester (69407-71-2)

Guidance literature:

With sodium; In diethyl ether; ethanol;

Reference yield:

2-chloro-6-methylnicotinic acid methyl ester (53277-47-7) → 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester (69407-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / ethanol / Heating

2: 2.) Na, EtOH / 1,) Et₂O, RT, 1 h, 2.) warming, 5 min

With ethanol; sodium; In ethanol;

DOI:10.1021/jm00395a015

Reference yield:

2-chloro-6-methylnicotinonitrile (28900-10-9) → 1-allyl-4-hydroxy-7-methyl-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester (69407-71-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / 1) reflux, 4 h, 2) RT, 18 h

2: aq. NaOH; ethanol / 120 h / Heating

3: 25 percent / H₂O / 0.5 h

4: 1) NaH / 1) dimethylacetamide, 2) 120 deg C, 18 h

With sodium hydride; In sodium hydroxide; ethanol; water;

upstream raw materials:

2-allylamino-6-methylnicotinic acid methyl ester

ethyl chlorocarbonylacetate

1-allyl-7-methyl-2H-pyrido<2,3-d><1,3>oxazine-2,4(1H)-dione

diethyl malonate

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