2-Quinolinecarboxamide, 8-[[3-(dimethylamino)propyl]methylamino]-6-methoxy-N-[4-(4-morpholin yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methoxy]-

Base Information

Chemical Name:2-Quinolinecarboxamide, 8-[[3-(dimethylamino)propyl]methylamino]-6-methoxy-N-[4-(4-morpholin yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methoxy]-
CAS No.:919794-63-1
Molecular Formula:C₃₃H₄₉N₅O₅Si
Molecular Weight:623.868
Hs Code.:

2-Quinolinecarboxamide,
8-[[3-(dimethylamino)propyl]methylamino]-6-methoxy-N-[4-(4-morpholin
yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methoxy]-

Synonyms:

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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 2-Quinolinecarboxamide, 8-[[3-(dimethylamino)propyl]methylamino]-6-methoxy-N-[4-(4-morpholin yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methoxy]-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-Quinolinecarboxamide, 8-[[3-(dimethylamino)propyl]methylamino]-6-methoxy-N-[4-(4-morpholin yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methoxy]-

There total 6 articles about 2-Quinolinecarboxamide, 8-[[3-(dimethylamino)propyl]methylamino]-6-methoxy-N-[4-(4-morpholin yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methoxy]- 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:

: 442549-54-4
8-bromo-6-methoxy-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid

: 919794-63-1
8-[(3-dimethylamino-propyl)-methyl-amino]-6-methoxy-4-(2-trimethylsilanyl-ethoxymethoxy)-quinoline-2-carboxylic acid (4-morpholin-4-yl-phenyl)-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium BF₄; 1-hydroxybenzotriazole; ethyldiisopropylamine / dimethylformamide / 16 h / 20 °C

2: 80 percent / NaH / 1-methyl-pyrrolidin-2-one / 4.5 h / 20 °C

3: molecular sieves 4 Angstroem; rac-BINAP; Cs₂CO₃ / Pd₂(dba)3 / toluene / 17 h / Heating

With 4 A molecular sieve; sodium hydride; benzotriazol-1-ol; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; toluene; 3: Buchwald-Hartwig coupling;
DOI:10.1016/j.bmc.2006.10.037

Reference yield:

: 442549-50-0
8-bromo-6-methoxy-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester

: 919794-63-1
8-[(3-dimethylamino-propyl)-methyl-amino]-6-methoxy-4-(2-trimethylsilanyl-ethoxymethoxy)-quinoline-2-carboxylic acid (4-morpholin-4-yl-phenyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / lithium hydroxide monohydrate / tetrahydrofuran; methanol; H₂O / 5 h / 20 °C

2: 58 percent / 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium BF₄; 1-hydroxybenzotriazole; ethyldiisopropylamine / dimethylformamide / 16 h / 20 °C

3: 80 percent / NaH / 1-methyl-pyrrolidin-2-one / 4.5 h / 20 °C

4: molecular sieves 4 Angstroem; rac-BINAP; Cs₂CO₃ / Pd₂(dba)3 / toluene / 17 h / Heating

With lithium hydroxide; 4 A molecular sieve; sodium hydride; benzotriazol-1-ol; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide; toluene; 4: Buchwald-Hartwig coupling;
DOI:10.1016/j.bmc.2006.10.037

Reference yield:

: 442549-49-7
2-(2-bromo-4-methoxyphenylamino)but-2-enedioic acid dimethyl ester

: 919794-63-1
8-[(3-dimethylamino-propyl)-methyl-amino]-6-methoxy-4-(2-trimethylsilanyl-ethoxymethoxy)-quinoline-2-carboxylic acid (4-morpholin-4-yl-phenyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / diphenyl ether; various solvent(s) / 0.75 h / 240 - 245 °C

2: 97 percent / lithium hydroxide monohydrate / tetrahydrofuran; methanol; H₂O / 5 h / 20 °C

3: 58 percent / 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium BF₄; 1-hydroxybenzotriazole; ethyldiisopropylamine / dimethylformamide / 16 h / 20 °C

4: 80 percent / NaH / 1-methyl-pyrrolidin-2-one / 4.5 h / 20 °C

5: molecular sieves 4 Angstroem; rac-BINAP; Cs₂CO₃ / Pd₂(dba)3 / toluene / 17 h / Heating

With lithium hydroxide; 4 A molecular sieve; sodium hydride; benzotriazol-1-ol; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diphenylether; water; N,N-dimethyl-formamide; toluene; 5: Buchwald-Hartwig coupling;
DOI:10.1016/j.bmc.2006.10.037