[3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone

Base Information

• Chemical Name: [3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone
• CAS No.: 1007208-63-0
• Molecular Formula: C₄₂H₄₇N₉O₄
• Molecular Weight: 741.893
• Mol file: 1007208-63-0.mol

Synonyms:[3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone

Chemical Property of [3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone

There total 16 articles about [3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone 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:

1-methyl-piperazine (109-01-3) + 3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzoic acid → [3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone (1007208-63-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

DOI:10.1016/j.bmc.2015.11.009

Reference yield:

methyl 3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzoate → [3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone (1007208-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: water; dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 48 h / Reflux

2: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 60 °C

With water; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2015.11.009

Reference yield:

4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine (1007206-27-0) → [3-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone (1007208-63-0)

Guidance literature:

Multi-step reaction with 9 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 17 h / Reflux

2: caesium carbonate; sodium iodide / acetonitrile / 24 h / Reflux

3: sulfuric acid; trifluoroacetic acid / 5 h / Reflux

4: pyridine; dmap / acetonitrile / 0.25 h / 0 - 20 °C

5: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate / N,N-dimethyl-formamide / 0.5 h / 100 °C / Inert atmosphere; Irradiation

6: water; sodium hydroxide / tetrahydrofuran / 10 h / Reflux

7: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere; Irradiation

8: water; dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 48 h / Reflux

9: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 60 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; dmap; potassium phosphate; sulfuric acid; water; dihydrogen peroxide; palladium diacetate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium iodide; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 5: |Suzuki-Miyaura Coupling / 7: |Buchwald-Hartwig Coupling;

DOI:10.1016/j.bmc.2015.11.009

upstream raw materials:

1-methyl-piperazine

4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine

2-oxotetrahydrofuran-3-carboxylic acid methyl ester

1-(4-chloro-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl)ethanone

Downstream raw materials:

[3-[4-(2-aminopyrimidin-5-yl)-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone