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

Base Information

• Chemical Name: 5-[2-morpholino-7-[4-(morpholinomethyl)phenyl]-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl]pyrimidin-2-amine
• CAS No.: 1007209-85-9
• Molecular Formula: C₂₅H₃₀N₈O₂
• Molecular Weight: 474.566
• Mol file: 1007209-85-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 13 articles about 5-[2-morpholino-7-[4-(morpholinomethyl)phenyl]-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl]pyrimidin-2-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:

C41H46N8O4 → 5-[2-morpholino-7-[4-(morpholinomethyl)phenyl]-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl]pyrimidin-2-amine (1007209-85-9)

Guidance literature:

With N-acetylcystein; trifluoroacetic acid; for 4h; Reflux;

DOI:10.1016/j.bmc.2015.11.009

Reference yield:

4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine (1007206-27-0) → 5-[2-morpholino-7-[4-(morpholinomethyl)phenyl]-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl]pyrimidin-2-amine (1007209-85-9)

Guidance literature:

Multi-step reaction with 10 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: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate / N,N-dimethyl-formamide / 14 h / 100 °C / Inert atmosphere; Irradiation

8: hydrogenchloride; water / tetrahydrofuran / 3 h / 20 °C

9: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 40 h / 20 °C

10: N-acetylcystein; trifluoroacetic acid / 4 h / Reflux

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; hydrogenchloride; dmap; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-acetylcystein; sulfuric acid; water; palladium diacetate; sodium tris(acetoxy)borohydride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium iodide; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 5: |Suzuki-Miyaura Coupling / 7: |Buchwald-Hartwig Coupling;

DOI:10.1016/j.bmc.2015.11.009

Reference yield:

4-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzaldehyde (1007208-13-0) → 5-[2-morpholino-7-[4-(morpholinomethyl)phenyl]-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl]pyrimidin-2-amine (1007209-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 40 h / 20 °C

2: N-acetylcystein; trifluoroacetic acid / 4 h / Reflux

With N-acetylcystein; sodium tris(acetoxy)borohydride; acetic acid; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2015.11.009

upstream raw materials:

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

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

2-oxotetrahydrofuran-3-carboxylic acid methyl ester

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