1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone

Base Information

• Chemical Name: 1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone
• CAS No.: 1178564-19-6
• Molecular Formula: C₃₂H₃₅N₇O₄
• Molecular Weight: 581.674

Synonyms:1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone

Chemical Property of 1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone

There total 11 articles about 1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone 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: 100.0%

N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (1007206-28-1) + 1-(4-chloro-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl)ethanone (1007213-39-9) → 1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone (1178564-19-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 0.5h; Inert atmosphere; Irradiation;

DOI:10.1016/j.bmc.2015.11.009

Reference yield:

4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine (1007206-27-0) → 1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone (1178564-19-6)

Guidance literature:

Multi-step reaction with 5 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

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; dmap; potassium phosphate; sulfuric acid; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium iodide; In N,N-dimethyl-formamide; acetonitrile; 5: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmc.2015.11.009

Reference yield:

2-oxotetrahydrofuran-3-carboxylic acid methyl ester (127915-15-5,19406-00-9) → 1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone (1178564-19-6)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium / methanol / 2 h / Reflux

2: trichlorophosphate / 10 h / 100 °C

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

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

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

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

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

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; dmap; potassium phosphate; sulfuric acid; palladium diacetate; sodium; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium iodide; trichlorophosphate; In methanol; N,N-dimethyl-formamide; acetonitrile; 7: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmc.2015.11.009

upstream raw materials:

N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

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

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

2-oxotetrahydrofuran-3-carboxylic acid methyl ester

Downstream raw materials:

N,N-bis[(4-methoxyphenyl)methyl]-5-(2-morpholino-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrimidin-2-amine

[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

4-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzaldehyde

5-[2-morpholino-7-[4-(morpholinomethyl)phenyl]-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl]pyrimidin-2-amine

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