4-(Chloromethyl)-2-methylquinoline

Base Information

• Chemical Name: 4-(Chloromethyl)-2-methylquinoline
• CAS No.: 288399-19-9
• Molecular Formula: C11H10 Cl N
• Molecular Weight: 191.66
• Hs Code.: 2933499090
• European Community (EC) Number: 869-493-5
• DSSTox Substance ID: DTXSID40468180
• Wikidata: Q72454309
• Mol file: 288399-19-9.mol

Synonyms:4-(chloromethyl)-2-methylquinoline;288399-19-9;4-Chloromethyl-2-methylquinoline;4-chloromethyl-2-methyl-quinoline;Quinoline, 4-(chloromethyl)-2-methyl-;2-Methyl-4-(chloromethyl)quinoline;MFCD06797694;Quinoline, 4-(chloromethyl)-2-methyl- (9CI);SCHEMBL994597;2-methyl-4-chloromethylquinoline;4-chloromethyl-2methyl-quinoline;DTXSID40468180;4-chloromethyl 2-methyl quinoline;4-chloromethyl-2-methyl quinoline;GRCWGPJQMVGBNY-UHFFFAOYSA-N;4-(chloromethyl) -2-methylquinoline;AKOS000352300;AB29712;DS-13175;SY101615;AM20051041;FT-0748964;EN300-76774;A18579;W13417

Chemical Property of 4-(Chloromethyl)-2-methylquinoline

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.624
• Boiling Point: 316.779°C at 760 mmHg
• PKA: 5.45±0.50(Predicted)
• Flash Point: 174.734°C
• PSA: 12.89000
• Density: 1.192g/cm³
• LogP: 3.28200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 191.0501770
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

2-Methyl-4-(chloromethyl)quinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=C1)CCl
• Uses: 2-Methyl-4-(chloromethyl)quinoline?is a useful reagent for the synthesis of?TNF-α converting enzyme (TACE) inhibitors.

Technology Process of 4-(Chloromethyl)-2-methylquinoline

There total 1 articles about 4-(Chloromethyl)-2-methylquinoline 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:

4-(hydroxymethyl)-2-methylquinoline (4939-28-0) → 4-(chloromethyl)-2-methylquinoline (288399-19-9)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 20 - 30 ℃; for 16h;

Reference yield: 99.0%

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) + 4-(chloromethyl)-2-methylquinoline (288399-19-9) → methyl 4-[(2-methylquinolin-4-yl)methoxy]benzoate (362703-10-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetonitrile;

DOI:10.1016/j.bmcl.2006.09.048

Reference yield: 95.0%

4-(chloromethyl)-2-methylquinoline (288399-19-9) → 5-methyl-5-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}-2,4,6(1H, 3H, 5H)-pyrimidinetrione

Guidance literature:

With sodium hydrogencarbonate; caesium carbonate; In dimethyl sulfoxide; ethyl acetate;

upstream raw materials:

4-(hydroxymethyl)-2-methylquinoline

Downstream raw materials:

N-tert-butoxy-N-(1-{1-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-2-oxo-pyrrolidin-3-yl}-ethyl)-formamide

(S)-tert-Butoxycarbonylamino-{(R)-1-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-2-oxo-pyrrolidin-3-yl}-acetic acid methyl ester

(S)-4-Benzyl-3-(2-{(R)-1-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-2-oxo-pyrrolidin-3-yl}-propionyl)-oxazolidin-2-one

2-methoxycarbonylmethyl-2-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylmethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester