3-Isopropoxy-N-methyl-N-(1-(phenylmethyl)-4-piperidinyl)-2-pyridinylamine

Base Information

• Chemical Name: 3-Isopropoxy-N-methyl-N-(1-(phenylmethyl)-4-piperidinyl)-2-pyridinylamine
• CAS No.: 170856-57-2
• Molecular Formula: C20H27 N3 O
• Molecular Weight: 339.4745
• DSSTox Substance ID: DTXSID40168956
• Nikkaji Number: J829.152G
• Wikidata: Q27089043
• Pharos Ligand ID: AWLXD52H3XKL
• ChEMBL ID: CHEMBL1179189
• Mol file: 170856-57-2.mol

Synonyms:3-isopropoxy-N-methyl-N-(1-(phenylmethyl)-4-piperidinyl)-2-pyridinylamine;PNU 101958;U 101958;U-101958

Chemical Property of 3-Isopropoxy-N-methyl-N-(1-(phenylmethyl)-4-piperidinyl)-2-pyridinylamine

Chemical Property:

• Vapor Pressure: 6.78E-08mmHg at 25°C
• Boiling Point: 438.7°C at 760 mmHg
• Flash Point: 219.1°C
• Density: 1.095g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 339.231062557
• Heavy Atom Count: 25
• Complexity: 375

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=C(N=CC=C1)N(C)C2CCN(CC2)CC3=CC=CC=C3

Technology Process of 3-Isopropoxy-N-methyl-N-(1-(phenylmethyl)-4-piperidinyl)-2-pyridinylamine

There total 2 articles about 3-Isopropoxy-N-methyl-N-(1-(phenylmethyl)-4-piperidinyl)-2-pyridinylamine 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: 63.0%

2-bromo-3-ethoxypyridine (89694-54-2) + 1-benzyl-N-methylpiperidin-4-amine (7006-50-0) → N-(1-benzylpiperidin-4-yl)-N-(3-ethoxypyridin-2-yl)-methylamine (170856-57-2)

Guidance literature:

at 165 ℃; for 24h;

DOI:10.1021/jm960269m

Reference yield:

2-bromo-pyridin-3-ol (6602-32-0) → N-(1-benzylpiperidin-4-yl)-N-(3-ethoxypyridin-2-yl)-methylamine (170856-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / K₂CO₃ / dimethylformamide / 2 h / 80 °C

2: 63 percent / 24 h / 165 °C

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm960269m

Reference yield: 83.0%

N-(1-benzylpiperidin-4-yl)-N-(3-ethoxypyridin-2-yl)-methylamine (170856-57-2) → N-(piperidin-4-yl)-N-(3-ethoxypyridin-2-yl)methylamine (170856-58-3)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; at 65 ℃; for 0.75h;

DOI:10.1021/jm960269m

upstream raw materials:

2-bromo-3-ethoxypyridine

1-benzyl-N-methylpiperidin-4-amine

2-bromo-pyridin-3-ol

Downstream raw materials:

N-(piperidin-4-yl)-N-(3-ethoxypyridin-2-yl)methylamine

(5-Amino-1H-indol-2-yl)-{4-[(3-ethoxy-pyridin-2-yl)-methyl-amino]-piperidin-1-yl}-methanone

Refernces

• 1、 -. "Heterocyclic compounds for the treatment of CNS and cardiovascular disorders". . . Retrieved 2008/06/13.