N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide

Base Information

Chemical Name:N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide
CAS No.:1194487-63-2
Molecular Formula:C₁₅H₂₀Cl₂N₂O
Molecular Weight:315.243
Hs Code.:

Synonyms:N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide

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Chemical Property of N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide

Chemical Property:

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Technology Process of N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide

There total 14 articles about N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide 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:

: C₁₅H₁₈Cl₂N₂O

: 1194487-63-2
N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide

Guidance literature:: C₁₅H₁₈Cl₂N₂O; With sodium tetrahydroborate; In methanol; at 20 ℃; for 8h;

With water; sodium hydroxide; In ethyl acetate;

Reference yield:

: 1229246-37-0
5-bromo-2,3-dichlorobenzaldehyde

: 1194487-63-2
N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2.75 h / 0 °C

2.1: 1H-imidazole / 16 h / 20 °C

3.1: sodium carbonate; triphenylphosphine / palladium diacetate / propan-1-ol; N,N-dimethyl-formamide / 8 h / 90 °C / Inert atmosphere of nitrogen

4.1: 1,4-di(diphenylphosphino)-butane; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane / bis(1,5-cyclooctadiene)diiridium(I) dichloride / tetrahydrofuran / 16 h / 20 °C

4.2: 8 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / 0 - 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 15 h / 20 - 80 °C

7.1: water; triphenylphosphine / tetrahydrofuran / 18 h / 50 °C

8.1: HATU / N,N-dimethyl-formamide / 48 h / 20 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

10.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

11.1: magnesium sulfate / dichloromethane / 20 °C

12.1: magnesium sulfate / dichloromethane / 20 °C

13.1: sodium tetrahydroborate / methanol / 8 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; sodium azide; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; sodium carbonate; magnesium sulfate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; 1,4-di(diphenylphosphino)-butane; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; palladium diacetate; In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; N,N-dimethyl-formamide; 3.1: Suzuki Coupling;

Reference yield:

: 1229245-68-4
(5-bromo-2,3-dichlorophenyl)methanol

: 1194487-63-2
N-(2-{3,4-dichloro-5-[(cyclopropylamino)methyl]phenyl}ethyl)propanamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: 1H-imidazole / 16 h / 20 °C

2.1: sodium carbonate; triphenylphosphine / palladium diacetate / propan-1-ol; N,N-dimethyl-formamide / 8 h / 90 °C / Inert atmosphere of nitrogen

3.1: 1,4-di(diphenylphosphino)-butane; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane / bis(1,5-cyclooctadiene)diiridium(I) dichloride / tetrahydrofuran / 16 h / 20 °C

3.2: 8 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / 0 - 20 °C

5.1: sodium azide / N,N-dimethyl-formamide / 15 h / 20 - 80 °C

6.1: water; triphenylphosphine / tetrahydrofuran / 18 h / 50 °C

7.1: HATU / N,N-dimethyl-formamide / 48 h / 20 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

9.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

10.1: magnesium sulfate / dichloromethane / 20 °C

11.1: magnesium sulfate / dichloromethane / 20 °C

12.1: sodium tetrahydroborate / methanol / 8 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; sodium azide; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; sodium carbonate; magnesium sulfate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; 1,4-di(diphenylphosphino)-butane; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; palladium diacetate; In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; N,N-dimethyl-formamide; 2.1: Suzuki Coupling;