1H-Indole-3-carboxamide, N-[(1,2-dihydro-4-methoxy-6-methyl-2-oxo-3-pyridinyl)methyl]-2-methyl-1-[1-(4-piperidinyl)ethyl]-

Base Information

• Chemical Name: 1H-Indole-3-carboxamide, N-[(1,2-dihydro-4-methoxy-6-methyl-2-oxo-3-pyridinyl)methyl]-2-methyl-1-[1-(4-piperidinyl)ethyl]-
• CAS No.: 1450655-12-5
• Molecular Weight: 0
• Mol file: 1450655-12-5.mol

Synonyms:1H-Indole-3-carboxamide, N-[(1,2-dihydro-4-methoxy-6-methyl-2-oxo-3-pyridinyl)methyl]-2-methyl-1-[1-(4-piperidinyl)ethyl]-

Chemical Property of 1H-Indole-3-carboxamide, N-[(1,2-dihydro-4-methoxy-6-methyl-2-oxo-3-pyridinyl)methyl]-2-methyl-1-[1-(4-piperidinyl)ethyl]-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-3-carboxamide, N-[(1,2-dihydro-4-methoxy-6-methyl-2-oxo-3-pyridinyl)methyl]-2-methyl-1-[1-(4-piperidinyl)ethyl]-

There total 12 articles about 1H-Indole-3-carboxamide, N-[(1,2-dihydro-4-methoxy-6-methyl-2-oxo-3-pyridinyl)methyl]-2-methyl-1-[1-(4-piperidinyl)ethyl]- 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: 91.0%

(R)-tert-butyl 4-(1-(3-(((4-methoxy-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)carbamoyl)-2-methyl-1H-indole-1-yl)ethyl)piperidine-1-carboxylate → (R)-N-((4-methoxy-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methyl-1-(1-(piperidin-4-yl)ethyl)-1H-indole-3-carboxamide (1450655-12-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 6h;

DOI:10.1021/acs.jmedchem.6b01315

Reference yield:

2,4-dimethoxy-6-methylnicotinonitrile (1450662-05-1) → (R)-N-((4-methoxy-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methyl-1-(1-(piperidin-4-yl)ethyl)-1H-indole-3-carboxamide (1450655-12-5)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; hydrogen / tetrahydrofuran; methanol / 20 °C

2: hydrogenchloride / water / 4.5 h / Reflux

3: N-ethyl-N,N-diisopropylamine; C₁₃H₂₁N₄O₃⁽¹⁺⁾*F₆P^(1-) / N,N-dimethyl-formamide / 0 - 20 °C

4: hydrogenchloride / methanol; 1,4-dioxane / 6 h / 20 °C

With hydrogenchloride; C₁₃H₂₁N₄O₃⁽¹⁺⁾*F₆P^(1-); hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.6b01315

Reference yield:

((2,4-dimethoxy-6-methylpyridin-3-yl)methyl)carbamic acid tert-butyl ester (1450662-06-2) → (R)-N-((4-methoxy-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methyl-1-(1-(piperidin-4-yl)ethyl)-1H-indole-3-carboxamide (1450655-12-5)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / water / 4.5 h / Reflux

2: N-ethyl-N,N-diisopropylamine; C₁₃H₂₁N₄O₃⁽¹⁺⁾*F₆P^(1-) / N,N-dimethyl-formamide / 0 - 20 °C

3: hydrogenchloride / methanol; 1,4-dioxane / 6 h / 20 °C

With hydrogenchloride; C₁₃H₂₁N₄O₃⁽¹⁺⁾*F₆P^(1-); N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.6b01315

upstream raw materials:

2,4-dimethoxy-6-methylnicotinonitrile

((2,4-dimethoxy-6-methylpyridin-3-yl)methyl)carbamic acid tert-butyl ester

tert-butyl 4-[(1R)-1-aminoethyl]piperidine-1-carboxylate

2-amino-6-methyl-4-oxo-4H-pyran-3-carbonitrile