(9aS,9R)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine

Base Information

• Chemical Name: (9aS,9R)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine
• CAS No.: 1256908-01-6
• Molecular Formula: C₂₀H₂₀ClN₅O
• Molecular Weight: 381.865
• Mol file: 1256908-01-6.mol

Synonyms:

Chemical Property of (9aS,9R)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (9aS,9R)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine

There total 4 articles about (9aS,9R)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine 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:

C13H13ClN4O (1256907-96-6) + 4-methoxy-aniline (104-94-9) → (9aS,9R)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine (1256908-01-6) + (9aS,9S)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine

Guidance literature:

C₁₃H₁₃ClN₄O; 4-methoxy-aniline; With trifluoroacetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 0.166667h;

With sodium carbonate; In water; 1,2-dichloro-ethane; optical yield given as %de;

DOI:10.1021/jo101798p

Reference yield:

(S)-(1-(6-chloro-5-(1H-pyrrol-1-yl)pyrimidin-4-yl)pyrrolidin-2-yl)methanol (1256907-97-7) → (9aS,9R)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine (1256908-01-6) + (9aS,9S)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur trioxide pyridine complex; triethylamine / dichloromethane; dimethyl sulfoxide / 0.58 h / 20 °C

2: trifluoroacetic acid / 1,2-dichloro-ethane / 0.17 h / 20 °C

With sulfur trioxide pyridine complex; triethylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; 1: Parikh-Doering oxidation;

DOI:10.1021/jo101798p

Reference yield:

4,6-dichloro-5-(1H-pyrrol-1-yl)pyrimidine (934996-35-7) → (9aS,9R)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine (1256908-01-6) + (9aS,9S)-4-chloro-N-(4-methoxyphenyl)-9a,10,11,12-tetrahydro-9H-pyrimido[4,5-b]dipyrrolo[1,2-d:2',1'-g][1,4]diazepin-9-amine

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / butan-1-ol / 2 h / Reflux

2: sulfur trioxide pyridine complex; triethylamine / dichloromethane; dimethyl sulfoxide / 0.58 h / 20 °C

3: trifluoroacetic acid / 1,2-dichloro-ethane / 0.17 h / 20 °C

With sulfur trioxide pyridine complex; triethylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; butan-1-ol; 2: Parikh-Doering oxidation;

DOI:10.1021/jo101798p

upstream raw materials:

4,6-dichloro-5-(1H-pyrrol-1-yl)pyrimidine

(S)-(1-(6-chloro-5-(1H-pyrrol-1-yl)pyrimidin-4-yl)pyrrolidin-2-yl)methanol

C₁₃H₁₃ClN₄O

4-methoxy-aniline