7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine

Base Information

• Chemical Name: 7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine
• CAS No.: 492439-13-1
• Molecular Formula: C₂₀H₁₈N₄O₂
• Molecular Weight: 346.389
• Mol file: 492439-13-1.mol

Synonyms:7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine

Chemical Property of 7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine

There total 11 articles about 7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine 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: 62.0%

methyllithium (917-54-4) + 9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine-7-carboxylic acid (492439-09-5) → 7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine (492439-13-1)

Guidance literature:

In tetrahydrofuran; at -15 ℃;

DOI:10.1021/jm051090r

Reference yield:

2-ethoxycarbonyl-4-methoxypyrrolo[2,3-b]pyridine (290332-97-7) → 7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine (492439-13-1)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 94 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

2.1: 93 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

3.1: 86 percent / MnO₂ / CH₂Cl₂ / 72 h / 20 °C

4.1: 85 percent / Na / ethanol / 72 h / -15 °C

5.1: BF₃*OEt₂ / CH₂Cl₂ / 3 h / 20 °C

5.2: NaOH / CH₂Cl₂; H₂O / 3 h

6.1: 1.59 g / CH₂Cl₂ / 12 h / 20 °C

7.1: 97 percent / tetrahydrofuran / 24 h / 50 °C

8.1: 95 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 2 h / 20 °C

9.1: 62 percent / tetrahydrofuran; diethyl ether / 2 h / -15 °C

With manganese(IV) oxide; lithium hydroxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; sodium; sodium hydride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 6.1: Staudinger reaction;

DOI:10.1021/jo026508x

Reference yield:

[4-methoxy-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-methanol (290333-00-5) → 7-acetyl-9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine (492439-13-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / MnO₂ / CH₂Cl₂ / 72 h / 20 °C

2: 85 percent / Na / ethanol / 72 h / -15 °C

3: 82 percent / CH₂Cl₂ / 24 h / 20 °C

4: 70 percent / Bu₄NF/SiO₂ / 0.03 h / microwave irradiation

5: 97 percent / tetrahydrofuran / 24 h / 50 °C

6: 95 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 2 h / 20 °C

7: 62 percent / tetrahydrofuran; diethyl ether / 2 h / -15 °C

With manganese(IV) oxide; lithium hydroxide; tetrabutyl ammonium fluoride; sodium; silica gel; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; 3: Staudinger reaction;

DOI:10.1021/jo026508x

upstream raw materials:

methyllithium

9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine-7-carboxylic acid

2-ethoxycarbonyl-4-methoxypyrrolo[2,3-b]pyridine

ethyl α-azido-β-(4-methoxypyrid-3-yl)acrylate

Downstream raw materials:

7-(2-Amino-pyrimidin-4-yl)-9-benzylamino-pyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidin-4-ol

[7-(2-Amino-pyrimidin-4-yl)-4-methoxy-pyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidin-9-yl]-benzyl-amine

5,7-Bis-(2-amino-pyrimidin-4-yl)-9-benzylamino-pyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidin-4-ol

Benzyl-[5,7-bis-(2-amino-pyrimidin-4-yl)-4-methoxy-pyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidin-9-yl]-amine