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

Base Information

• Chemical Name: 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
• CAS No.: 607707-35-7
• Molecular Formula: C₂₄H₂₄N₄O₄
• Molecular Weight: 432.479
• Mol file: 607707-35-7.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 5 articles about 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 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: 93.0%

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) → 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 (607707-35-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 24h;

DOI:10.1021/jm050255t

Reference yield:

methyl 4-hydroxy-3-methylbenzoate (42113-13-3) → 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 (607707-35-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 93 percent / aq. LiOH / tetrahydrofuran; methanol / 24 h / 20 °C

With lithium hydroxide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol; 1: Mitsunobu reaction;

DOI:10.1021/jm050255t

Reference yield:

2-bromo-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraazadibenzo[a,d]cyclohepten-11-one (162109-00-4) → 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 (607707-35-7)

Guidance literature:

Multi-step reaction with 4 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

4.1: 93 percent / aq. LiOH / tetrahydrofuran; methanol / 24 h / 20 °C

With lithium hydroxide; 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

upstream raw materials:

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

methyl 4-hydroxy-3-methylbenzoate

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-methylbenzoyl chloride