4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine

Base Information

Chemical Name:4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine
CAS No.:853021-78-0
Molecular Formula:C₃₇H₄₅N₃O₃
Molecular Weight:579.783
Hs Code.:

Synonyms:4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine

There total 12 articles about 4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine 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: 65.0%

: 853021-77-9
1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-8-carboxylic acid

: 110-91-8,99108-56-2
morpholine

: 853021-78-0
4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 72h;
DOI:10.1016/j.tet.2005.02.041

Reference yield:

: 853021-69-9
ethyl 8-iodo-1,2,3,4-tetrahydroquinoline-6-carboxylate

: 853021-78-0
4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / triethylamine; bis(triphenylphosphine)palladium dichloride; copper(I) iodide / 1 h / 0 °C

2.1: 70 percent / palladium dichloride / acetonitrile / 16 h / Heating

3.1: diethyl ether / 1 h / 20 °C

3.2: 95 percent / tetrahydrofuran / 20 °C

4.1: BH₃*THF / tetrahydrofuran / 3 h / Heating

4.2: 42 percent / N,N-dimethylethanolamine / methanol / 3 h / Heating

5.1: 72 percent / NaOH / ethanol; H₂O / 2 h / Heating

6.1: 65 percent / N-methylmorpholine; PyBOP / dimethylformamide / 72 h / 20 °C

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; borane-THF; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; palladium dichloride; In tetrahydrofuran; diethyl ether; ethanol; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Sonogashira coupling;
DOI:10.1016/j.tet.2005.02.041

Reference yield:

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

: 853021-78-0
4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine

Guidance literature:: Multi-step reaction with 11 steps

1.1: 60 percent / N-bromosuccinimide / CCl₄ / 3 h / 20 °C

2.1: 60 percent / dimethylformamide / 16 h / Heating

3.1: 95 percent / hydrogen peroxide; NaOH / H₂O / 24 h / Heating

4.1: 60 percent / HCl / H₂O / 72 h / Heating

5.1: 60 percent / iodine monochloride; calcium carbonate / methanol; H₂O / 0 - 20 °C

6.1: 92 percent / triethylamine; bis(triphenylphosphine)palladium dichloride; copper(I) iodide / 1 h / 0 °C

7.1: 70 percent / palladium dichloride / acetonitrile / 16 h / Heating

8.1: diethyl ether / 1 h / 20 °C

8.2: 95 percent / tetrahydrofuran / 20 °C

9.1: BH₃*THF / tetrahydrofuran / 3 h / Heating

9.2: 42 percent / N,N-dimethylethanolamine / methanol / 3 h / Heating

10.1: 72 percent / NaOH / ethanol; H₂O / 2 h / Heating

11.1: 65 percent / N-methylmorpholine; PyBOP / dimethylformamide / 72 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; N-Bromosuccinimide; copper(l) iodide; borane-THF; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; dihydrogen peroxide; Iodine monochloride; triethylamine; calcium carbonate; palladium dichloride; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; water; N,N-dimethyl-formamide; acetonitrile; 6.1: Sonogashira coupling;
DOI:10.1016/j.tet.2005.02.041