5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one

Base Information

• Chemical Name: 5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one
• CAS No.: 380227-92-9
• Molecular Formula: C₃₉H₅₀N₄O₃
• Molecular Weight: 622.851
• Mol file: 380227-92-9.mol

Synonyms:

Chemical Property of 5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one

There total 10 articles about 5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one 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:

3-pyridinylethanol (6293-56-7) → 5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one (380227-92-9)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂ / 0 °C

2: K₃Fe(CN)6; aq. NaOH / 0 °C

3: Ph₃P; DEAD / benzene

4: PrNH₂

With propylamine; sodium hydroxide; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; In dichloromethane; benzene; 3: Fukuyama reaction;

DOI:10.1016/S0960-894X(01)00512-1

Reference yield:

(S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester (217192-27-3) → 5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one (380227-92-9)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. K₂CO₃ / tetrahydrofuran

2: aq. KOH / methanol / Heating

3: PyBOP; Et₃N / CH₂Cl₂

4: TFA; anisole / CH₂Cl₂

5: satd. aq. NaHCO₃ / CH₂Cl₂

6: Ph₃P; DEAD / benzene

7: PrNH₂

With propylamine; potassium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; potassium carbonate; methoxybenzene; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; benzene; 5: Schotten-Baumann reaction / 6: Fukuyama reaction;

DOI:10.1016/S0960-894X(01)00512-1

Reference yield:

5-(2-hydroxy-ethyl)-1-methoxymethyl-1H-pyridin-2-one (380227-96-3) → 5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one (380227-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Ph₃P; DEAD / benzene

2: PrNH₂

With propylamine; triphenylphosphine; diethylazodicarboxylate; In benzene; 1: Fukuyama reaction;

DOI:10.1016/S0960-894X(01)00512-1

upstream raw materials:

3-pyridinylethanol

(S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester

5-(2-hydroxy-ethyl)-1-methoxymethyl-1H-pyridin-2-one

(S)-2-[3-(2-tert-butoxycarbonylamino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid