Saripidem

Base Information

• Chemical Name: Saripidem
• CAS No.: 103844-86-6
• Molecular Formula: C₁₉H₂₀ClN₃O
• Molecular Weight: 341.84
• UNII: 0J6174G60N
• DSSTox Substance ID: DTXSID60146110
• Nikkaji Number: J554.938H
• Wikipedia: Saripidem
• Wikidata: Q7424106
• NCI Thesaurus Code: C74381
• Pharos Ligand ID: G677Y1KARVG2
• ChEMBL ID: CHEMBL73416
• Mol file: 103844-86-6.mol

Synonyms:Saripidem;103844-86-6;Saripidem [INN];CHEMBL73416;UNII-0J6174G60N;0J6174G60N;N-((2-(p-Chlorophenyl)-imidazo(1,2-a)pyridin-3-yl)methyl)-N-methylbutyramide.;Butanamide, N-[[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]methyl]-N-methyl-;Saripidem < Rec INN >;D02XYB;N-[[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]methyl]-N-methylbutanamide;SCHEMBL1061054;DTXSID60146110;BDBM50290077;AKOS040749402;SL-85.0274;Q7424106;N-[2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-ylmethyl]-N-methylbutanamide;N-((2-(p-Chlorophenyl)imidazo(1,2-a)pyridin-3-yl)methyl)-N-methylbutyramide;N-[2-(4-Chloro-phenyl)-imidazo[1,2-a]pyridin-3-ylmethyl]-N-methyl-butyramide

Chemical Property of Saripidem

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 37.61000
• Density: 1.2g/cm³
• LogP: 4.41320
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 341.1294900
• Heavy Atom Count: 24
• Complexity: 425

Purity/Quality:

99% ^*data from raw suppliers

SARIPIDEM 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)N(C)CC1=C(N=C2N1C=CC=C2)C3=CC=C(C=C3)Cl

Technology Process of Saripidem

There total 19 articles about Saripidem 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: 95.0%

N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-yl)methyl)butyramide (103845-12-1) + methyl iodide (74-88-4) → N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-N-methylbutyramide (103844-86-6)

Guidance literature:

N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-yl)methyl)butyramide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 5 - 20 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/ejoc.201201258

Reference yield:

methylamine hydrochloride (593-51-1) + butyryl chloride (141-75-3) + 2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde (30493-06-2) → N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-N-methylbutyramide (103844-86-6)

Guidance literature:

methylamine hydrochloride; 2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde; With sodium hydrogencarbonate; In methanol; at 65 ℃; for 20h;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃;

butyryl chloride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.7b00566

Reference yield:

2-aminopyridine (504-29-0) → N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-N-methylbutyramide (103844-86-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ethanol / 3 h / Reflux

1.2: 4 h / Reflux

2.1: N,N-dimethyl-formamide; dichloromethane / 0 - 25 °C

2.2: 0.5 h

3.1: sodium tetrahydroborate / methanol / 5 °C / Reflux

4.1: sulfuric acid / 0.5 h / 0 °C

4.2: 1.5 h / 0 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 5 - 20 °C

With sodium tetrahydroborate; sulfuric acid; sodium hydride; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/ejoc.201201258

upstream raw materials:

N-(tert-butoxycarbonyl)-2-aminopyridine

N-(prop-2-yn-1-yl)pyridin-2-amine

3-methylimidazo[1,2-α]pyridine

tert-butyl prop-2-yn-1-yl(pyridin-2-yl)carbamate