N-[1-(Phenylmethyl)-3-piperidinyl]acetamide

Base Information

• Chemical Name: N-[1-(Phenylmethyl)-3-piperidinyl]acetamide
• CAS No.: 60169-74-6
• Molecular Formula: C₁₄H₂₀N₂O
• Molecular Weight: 232.326
• DSSTox Substance ID: DTXSID701262872
• Mol file: 60169-74-6.mol

Synonyms:N-[1-(Phenylmethyl)-3-piperidinyl]acetamide;60169-74-6;SCHEMBL16007156;DTXSID701262872;AKOS009326764;N-(1-BENZYLPIPERIDIN-3-YL)ACETAMIDE;Z383930950

Chemical Property of N-[1-(Phenylmethyl)-3-piperidinyl]acetamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 232.157563266
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1CCCN(C1)CC2=CC=CC=C2

Technology Process of N-[1-(Phenylmethyl)-3-piperidinyl]acetamide

There total 4 articles about N-[1-(Phenylmethyl)-3-piperidinyl]acetamide 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: 87.5%

benzyl chloride (100-44-7) + N-(piperidin3-yl)acetamide (5810-55-9,1286317-53-0) → 3-(N-acetamino)-1-benzylpiperidine (60169-74-6)

Guidance literature:

N-(piperidin3-yl)acetamide; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 0.5h; Cooling with ice;

benzyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 15.25h;

Reference yield:

pyridin-3-ylamine (462-08-8) → 3-(N-acetamino)-1-benzylpiperidine (60169-74-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / tetrahydrofuran / 17 h / Ambient temperature

2: 47 percent / PtO₂, conc. HCl, hydrogen / ethanol / 42 h

3: 78 percent / NaHCO₃ / dimethylformamide / 15 h / Ambient temperature

With hydrogenchloride; platinum(IV) oxide; hydrogen; sodium hydrogencarbonate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00182a007

Reference yield:

N-(pyridin-3-yl)acetamide (5867-45-8) → 3-(N-acetamino)-1-benzylpiperidine (60169-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / PtO₂, conc. HCl, hydrogen / ethanol / 42 h

2: 78 percent / NaHCO₃ / dimethylformamide / 15 h / Ambient temperature

With hydrogenchloride; platinum(IV) oxide; hydrogen; sodium hydrogencarbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00182a007

upstream raw materials:

benzyl chloride

N-(piperidin3-yl)acetamide

pyridin-3-ylamine

N-(pyridin-3-yl)acetamide

Downstream raw materials:

3-amino-1-benzylpiperidine dihydrochloride

N'-(1-benzyl-3-piperidinyl)-N-(2-chloroethyl)urea

1-phenylmethyl-3-aminopiperidine