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

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Chemical Name:4-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzaldehyde
CAS No.:1007208-13-0
Molecular Formula:C₃₇H₃₇N₇O₄
Molecular Weight:643.745
Hs Code.:

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

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

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

There total 16 articles about 4-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzaldehyde 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: 49.0%

: 1007207-65-9
N,N-bis[(4-methoxyphenyl)methyl]-5-(2-morpholino-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrimidin-2-amine

: 1122-91-4
4-bromo-benzaldehyde

: 1007208-13-0
4-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzaldehyde

Guidance literature:: N,N-bis[(4-methoxyphenyl)methyl]-5-(2-morpholino-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrimidin-2-amine; 4-bromo-benzaldehyde; With potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 16h; Inert atmosphere;

With ammonium chloride; In water; N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: C₃₉H₄₁N₇O₅

: 1007208-13-0
4-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzaldehyde

Guidance literature:: With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2015.11.009

Reference yield:

: 1007206-27-0
4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine

: 1007208-13-0
4-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]benzaldehyde

Guidance literature:: Multi-step reaction with 8 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

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; hydrogenchloride; dmap; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; water; palladium diacetate; caesium carbonate; 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