(S)-1-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-propan-2-ol

Base Information

• Chemical Name: (S)-1-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-propan-2-ol
• CAS No.: 1233144-10-9
• Molecular Formula: C₂₇H₃₂N₆O₃
• Molecular Weight: 488.589
• Mol file: 1233144-10-9.mol

Synonyms:

Chemical Property of (S)-1-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-propan-2-ol

There total 6 articles about (S)-1-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-propan-2-ol 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:

7-(2-methoxyphenyl)-2-(methylsulfinyl)pyrrolo[2,1-f][1,2,4]triazine (1232816-20-4) + (S)-1-[4-(4-amino-3-methoxyphenyl)-piperazin-1-yl]-propan-2-ol (1233144-09-6) → (S)-1-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-propan-2-ol (1233144-10-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; aniline; In 1-methyl-pyrrolidin-2-one; at 180 ℃; for 0.666667h; Microwave irradiation;

DOI:10.1021/jm200758k

Reference yield:

7-bromo-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (1233094-95-5) → (S)-1-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-propan-2-ol (1233144-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium diacetate; sodium carbonate; triphenylphosphine / 1,4-dioxane; water; N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; aniline / 1-methyl-pyrrolidin-2-one / 0.67 h / 180 °C / Microwave irradiation

With palladium diacetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; aniline; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1021/jm200758k

Reference yield:

2-methoxy-4-(piperazin-1-yl)nitrobenzene → (S)-1-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-propan-2-ol (1233144-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 20 °C / Sealed tube

1.2: 48 h / 20 °C / Sealed tube

2.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 2585.81 Torr

3.1: N-ethyl-N,N-diisopropylamine; aniline / 1-methyl-pyrrolidin-2-one / 0.67 h / 180 °C / Microwave irradiation

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; aniline; In 1-methyl-pyrrolidin-2-one; methanol;

DOI:10.1021/jm200758k

upstream raw materials:

7-bromo-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine

(S)-1-[4-(3-methoxy-4-nitro-phenyl)-piperazin-1-yl]-propan-2-ol

2-Methoxyphenylboronic acid

7-(2-methoxyphenyl)-2-(methylsulfinyl)pyrrolo[2,1-f][1,2,4]triazine