methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate

Base Information

• Chemical Name: methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate
• CAS No.: 607707-58-4
• Molecular Formula: C₂₅H₂₆N₄O₄
• Molecular Weight: 446.506
• Mol file: 607707-58-4.mol

Synonyms:methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate

Chemical Property of methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate

There total 3 articles about methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate 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: 91.0%

methyl 4-hydroxy-3-methylbenzoate (42113-13-3) + BIRK 122 (211750-50-4) → methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate (607707-58-4)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 1h;

Reference yield:

2-bromo-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraazadibenzo[a,d]cyclohepten-11-one (162109-00-4) → methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate (607707-58-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 84 percent / Pd(PPh₃)4 / dimethylformamide / 1.5 h / 90 °C

2.1: O₃ / CH₂Cl₂; methanol / 0.25 h / -78 °C

2.2: 72 percent / NaBH₄ / CH₂Cl₂; methanol / 1 h / 20 °C

3.1: 85 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 1 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; di-isopropyl azodicarboxylate; ozone; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Mitsunobu reaction;

DOI:10.1021/jm050255t

Reference yield:

11-ethyl-5-methyl-8-(2-propenyl)-5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (380378-91-6) → methyl 4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoate (607707-58-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O₃ / CH₂Cl₂; methanol / 0.25 h / -78 °C

1.2: 72 percent / NaBH₄ / CH₂Cl₂; methanol / 1 h / 20 °C

2.1: 85 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 1 h

With di-isopropyl azodicarboxylate; ozone; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 2.1: Mitsunobu reaction;

DOI:10.1021/jm050255t

upstream raw materials:

methyl 4-hydroxy-3-methylbenzoate

BIRK 122

2-bromo-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraazadibenzo[a,d]cyclohepten-11-one

11-ethyl-5-methyl-8-(2-propenyl)-5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

Downstream raw materials:

4-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-3-methylbenzoic acid