2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride

Base Information

• Chemical Name: 2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride
• CAS No.: 56824-22-7
• Molecular Formula: C₇H₁₄ClN*ClH
• Molecular Weight: 184.109
• Hs Code.: 2933990090
• European Community (EC) Number: 260-395-2
• DSSTox Substance ID: DTXSID30972261
• Mol file: 56824-22-7.mol

Synonyms:2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride;56824-22-7;2-(2-Chloroethyl)-N-methyl-pyrrolidine hydrochloride;2-(2-Chloroethyl)-1-methylpyrrolidine HCl;2-(2-chloroethyl)-1-methylpyrrolidine;hydrochloride;EINECS 260-395-2;2-(2-Chloroethyl)-N-Methyl-Pyrrolidine;2-(N-Methyl-2-pyrrolidinyl)ethyl Chloride Hydrochloride;2-(2-chloroethyl)-1-methylpyrrolldine hydrochloride;2-(2-CHLOROETHYL)-1-METHYLPYRROLIDINEHYDROCHLORIDE;SCHEMBL499369;2-(2-chloroethyl)-1-methyl-pyrrolidine hydrochloride;DTXSID30972261;KCQMALZNENFGKK-UHFFFAOYSA-N;MFCD00012717;AKOS015898006;2-(2-Chloroethyl)-N-methyl-pyrrolidine HCl;FT-0640413;D87704;A831190;2-(2-chloroethyl)-1-methylpyrrolidine hydrochoride;W-105501;2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride, 99%;2-(2-Chloroethyl)-1-methylpyrrolidine--hydrogen chloride (1/1)

Chemical Property of 2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride

Chemical Property:

• Appearance/Colour: light liquids
• Melting Point: 98-102 °C
• Boiling Point: 181.5 °C at 760 mmHg
• Flash Point: 63.6 °C
• PSA: 3.24000
• LogP: 2.44940
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 183.0581549
• Heavy Atom Count: 10
• Complexity: 85

Purity/Quality:

99.9% ^*data from raw suppliers

2-(N-Methyl-2-pyrrolidinyl)ethylChlorideHydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC1CCCl.Cl
• Uses: 2-(2-Chloroethyl)-N-methyl-pyrrolidine hydrochloride is an intermediate used in the synthesis of reversed lactam analogues of ARC-111 with potent topoisomerase I-targeting activity and cytotoxcity. 2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride was used in the synthesis of N-[2-(1-methylpyrrolidin-2-yl)ethyl]-N-(2-iodo-4,5-dimethoxyphenyl) amide. It was used as reagent during the synthesis of 1-methyl-2-[2-[2-(2-phenylethyl)phenoxy]ethyl]pyrrolidine hydrochlochloride.

Technology Process of 2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride

There total 6 articles about 2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride 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: 100.0%

R(+)-1-methyl-2-(2-hydroxyethyl)pyrrolidine (60307-26-8) → (+)-(R)-2-(2-chloroethyl)-1-methylpyrrolidine hydrochloride (67499-71-2,56824-22-7)

Guidance literature:

With thionyl chloride; In chloroform; at 0 ℃; for 1h; Reflux;

DOI:10.1007/s12272-015-0641-4

Reference yield: 92.0%

(-)-2-((S)-1-methylpyrrolidin-2-yl)ethanol (61810-78-4) → (-)-(S)-2-(2-chloroethyl)-1-methylpyrrolidine hydrochloride (67529-18-4,56824-22-7)

Guidance literature:

With thionyl chloride; In chloroform; at 0 ℃; Reflux;

DOI:10.1021/ol100627c

Reference yield:

(2S)-1-tert-butoxycarbonyl-2-carboxymethylpyrrolidine (56502-01-3) → (-)-(S)-2-(2-chloroethyl)-1-methylpyrrolidine hydrochloride (67529-18-4,56824-22-7)

Guidance literature:

(2S)-1-tert-butoxycarbonyl-2-carboxymethylpyrrolidine; With lithium aluminium tetrahydride; In tetrahydrofuran; at 25 ℃;

With thionyl chloride; In tetrahydrofuran; chloroform;

DOI:10.1021/jm200648s

upstream raw materials:

R(+)-1-methyl-2-(2-hydroxyethyl)pyrrolidine

(S)-ethyl 2-(2-hydroxyethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

2-(1-methyl-2-pyrrolidine)ethanol

(-)-2-((S)-1-methylpyrrolidin-2-yl)ethanol

Refernces

• 1、 -. "Preparation method of clomastine fumarate with high chiral purity". Paragraph 0016; 0021. . Retrieved 2020/07/15.
• 2、 Fournier, Anne M.,Brown, Robert A.,Farnaby, William,Miyatake-Ondozabal, Hideki,Clayden, Jonathan. "Synthesis of (-)-(S, S)-clemastine by invertive N → C aryl migration in a lithiated carbamate". supporting information; experimental part. p. 2222 - 2225. Retrieved 2010/08/04.