N-[2-[N-[4-Chloro-2-cyano-3-(2-methylquinolin-8-yloxymethyl)phenyl]-N-methylamino]-2-oxoethyl]-3-methoxycinnamamide

Base Information

• Chemical Name: N-[2-[N-[4-Chloro-2-cyano-3-(2-methylquinolin-8-yloxymethyl)phenyl]-N-methylamino]-2-oxoethyl]-3-methoxycinnamamide
• CAS No.: 213987-32-7
• Molecular Formula: C₃₁H₂₇ClN₄O₄
• Molecular Weight: 555.033
• Mol file: 213987-32-7.mol

Synonyms:

Chemical Property of N-[2-[N-[4-Chloro-2-cyano-3-(2-methylquinolin-8-yloxymethyl)phenyl]-N-methylamino]-2-oxoethyl]-3-methoxycinnamamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[2-[N-[4-Chloro-2-cyano-3-(2-methylquinolin-8-yloxymethyl)phenyl]-N-methylamino]-2-oxoethyl]-3-methoxycinnamamide

There total 9 articles about N-[2-[N-[4-Chloro-2-cyano-3-(2-methylquinolin-8-yloxymethyl)phenyl]-N-methylamino]-2-oxoethyl]-3-methoxycinnamamide 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:

2-methyl-8-quinolinol (826-81-3) → N-({[4-chloro-2-cyano-3-(2-methyl-quinolin-8-yloxymethyl)-phenyl]-methyl-carbamoyl}-methyl)-3-(3-methoxy-phenyl)-acrylamide (213987-32-7)

Guidance literature:

Multi-step reaction with 6 steps

1: K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

2: SnCl₂*2H₂O / diethyl ether / 1 h / Heating

3: DMAP, pyridine / 2 h / 50 °C

4: NaH / dimethylformamide / 4 h / 50 °C

5: H₂NNH₂*H₂O / CH₂Cl₂; ethanol / 2 h / Heating

6: NEt₃ / CH₂Cl₂ / 1 h / Heating

With pyridine; dmap; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; tin(ll) chloride; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00736-7

Reference yield:

3-CHLORO-2-METHYL-6-NITROBENZONITRILE (51123-60-5) → N-({[4-chloro-2-cyano-3-(2-methyl-quinolin-8-yloxymethyl)-phenyl]-methyl-carbamoyl}-methyl)-3-(3-methoxy-phenyl)-acrylamide (213987-32-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1,3-dibromo-5,5-dimethylhydantoin, (PhCO)2O₂ / chlorobenzene / 12 h / Heating

2: K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

3: SnCl₂*2H₂O / diethyl ether / 1 h / Heating

4: DMAP, pyridine / 2 h / 50 °C

5: NaH / dimethylformamide / 4 h / 50 °C

6: H₂NNH₂*H₂O / CH₂Cl₂; ethanol / 2 h / Heating

7: NEt₃ / CH₂Cl₂ / 1 h / Heating

With pyridine; dmap; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; tin(ll) chloride; dibenzoyl peroxide; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; chlorobenzene;

DOI:10.1016/S0960-894X(98)00736-7

Reference yield:

6-Chloro-2-cyano-3-nitrobenzyl bromide (1027928-15-9) → N-({[4-chloro-2-cyano-3-(2-methyl-quinolin-8-yloxymethyl)-phenyl]-methyl-carbamoyl}-methyl)-3-(3-methoxy-phenyl)-acrylamide (213987-32-7)

Guidance literature:

Multi-step reaction with 6 steps

1: K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

2: SnCl₂*2H₂O / diethyl ether / 1 h / Heating

3: DMAP, pyridine / 2 h / 50 °C

4: NaH / dimethylformamide / 4 h / 50 °C

5: H₂NNH₂*H₂O / CH₂Cl₂; ethanol / 2 h / Heating

6: NEt₃ / CH₂Cl₂ / 1 h / Heating

With pyridine; dmap; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; tin(ll) chloride; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00736-7

upstream raw materials:

3-methoxycinnamoyl chloride

8-[6-Chloro-2-cyano-3-(N-glycyl-N-methyl)aminobenzyloxy]-2-methylquinoline

2-methyl-8-quinolinol

3-CHLORO-2-METHYL-6-NITROBENZONITRILE

Refernces