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

Base Information

• Chemical Name: 1-[5,7-bis(acetyl-9-(N-benzylamino))]-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine
• CAS No.: 878020-37-2
• Molecular Formula: C₂₂H₂₀N₄O₃
• Molecular Weight: 388.426
• Mol file: 878020-37-2.mol

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

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

There total 2 articles about 1-[5,7-bis(acetyl-9-(N-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:

9-benzylamino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine-7-carboxylic acid (492439-09-5) → 1-[5,7-bis(acetyl-9-(N-benzylamino))]-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine (878020-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 62 percent / tetrahydrofuran / -15 °C

2.1: POCl₃ / CHCl₃ / 0.42 h / 20 °C

2.2: 61 percent / CHCl₃ / 30 h / 70 °C

With trichlorophosphate; In tetrahydrofuran; chloroform; 2.2: Vilsmeier acylation;

DOI:10.1021/jm051090r

Reference yield:

9-benzylamino-7-ethoxycarbonyl-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine (492438-69-4) → 1-[5,7-bis(acetyl-9-(N-benzylamino))]-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine (878020-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / aq. LiOH / tetrahydrofuran

2.1: 62 percent / tetrahydrofuran / -15 °C

3.1: POCl₃ / CHCl₃ / 0.42 h / 20 °C

3.2: 61 percent / CHCl₃ / 30 h / 70 °C

With lithium hydroxide; trichlorophosphate; In tetrahydrofuran; chloroform; 3.2: Vilsmeier acylation;

DOI:10.1021/jm051090r

Reference yield: 67.0%

1-[5,7-bis(acetyl-9-(N-benzylamino))]-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine (878020-37-2) + N,N-dimethylformamide di-tert-butyl acetal (36805-97-7) → (E)-9-(N-benzylamino)-5,7-bis[(N,N-dimethylamino)-2-propenon-1-yl]-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine

Guidance literature:

1-[5,7-bis(acetyl-9-(N-benzylamino))]-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine; In N,N-dimethyl-formamide; at 60 ℃; for 18h;

N,N-dimethylformamide di-tert-butyl acetal; In N,N-dimethyl-formamide; at 100 ℃; for 12h;

DOI:10.1021/jm051090r

upstream raw materials:

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

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

Downstream raw materials:

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

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