4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile

Base Information

• Chemical Name: 4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile
• CAS No.: 184766-81-2
• Molecular Formula: C₃₀H₃₈ClN₅O₅
• Molecular Weight: 584.115
• Mol file: 184766-81-2.mol

Synonyms:4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile

Chemical Property of 4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile

There total 17 articles about 4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile 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:

(4-acetylamino-phenyl)-morpholin-4-yl-acetonitrile (71818-74-1) → 4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile (184766-81-2)

Guidance literature:

Multi-step reaction with 7 steps

1: benzyltriethylammonium chloride, KOH / dimethylformamide / 6 h / Ambient temperature

2: 89.9 percent / aq. AcOH / 2 h / 100 °C

3: 68.8 percent / 2N aq. HCl / 2 h / Heating

4: 82.8 percent / benzyltriethylammonium chloride, aq. NaOH / 8 h / Heating

5: 88.2 percent / aq. hydrazine hydrate / 3 h / 100 °C

6: 91.5 percent / H₂ / Raney Ni / dimethylformamide / 60 - 65 °C / 760 Torr

7: 65.4 percent / 2-methyl-propan-2-ol / 24 h / 65 - 70 °C

With hydrogenchloride; potassium hydroxide; sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; hydrazine hydrate; acetic acid; nickel; In N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1248/cpb.44.2061

Reference yield:

3-(4-acetamidobenzoyl)butyronitrile (42075-21-8) → 4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile (184766-81-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 68.8 percent / 2N aq. HCl / 2 h / Heating

2: 82.8 percent / benzyltriethylammonium chloride, aq. NaOH / 8 h / Heating

3: 88.2 percent / aq. hydrazine hydrate / 3 h / 100 °C

4: 91.5 percent / H₂ / Raney Ni / dimethylformamide / 60 - 65 °C / 760 Torr

5: 65.4 percent / 2-methyl-propan-2-ol / 24 h / 65 - 70 °C

With hydrogenchloride; sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; hydrazine hydrate; nickel; In N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1248/cpb.44.2061

Reference yield:

para-acetamidobenzaldehyde (122-85-0) → 4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile (184766-81-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) p-TsOH*H₂O / 1.) THF, reflux, 1 h, 2.) THF, H₂O, reflux, 3 h

2: benzyltriethylammonium chloride, KOH / dimethylformamide / 6 h / Ambient temperature

3: 89.9 percent / aq. AcOH / 2 h / 100 °C

4: 68.8 percent / 2N aq. HCl / 2 h / Heating

5: 82.8 percent / benzyltriethylammonium chloride, aq. NaOH / 8 h / Heating

6: 88.2 percent / aq. hydrazine hydrate / 3 h / 100 °C

7: 91.5 percent / H₂ / Raney Ni / dimethylformamide / 60 - 65 °C / 760 Torr

8: 65.4 percent / 2-methyl-propan-2-ol / 24 h / 65 - 70 °C

With hydrogenchloride; potassium hydroxide; sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; nickel; In N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1248/cpb.44.2061

upstream raw materials:

3,4-dihydro-2H-pyran

(4-acetylamino-phenyl)-morpholin-4-yl-acetonitrile

3-chloro-4-methoxyphenol

3-(4-acetamidobenzoyl)butyronitrile