(R)-N-Methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine

Base Information

• Chemical Name: (R)-N-Methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine
• CAS No.: 136329-39-0
• Molecular Formula: C13H20N2
• Molecular Weight: 204.31
• Hs Code.: 2933998090
• Nikkaji Number: J757.080E
• Mol file: 136329-39-0.mol

Synonyms:136329-39-0;(R)-N-Methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine;(1R)-N-methyl-1-phenyl-2-pyrrolidin-1-ylethanamine;methyl[(1R)-1-phenyl-2-(pyrrolidin-1-yl)ethyl]amine;(S)-Methyl-(1-phenyl-2-pyrrolidin-1-yl-ethyl)-amine DiHCl;(R)-(-)-N-METHYL-1-PHENYL-2-(1-PYRROLIDINO)ETHYLAMINE;SCHEMBL5559775;MFCD01318625;AKOS016014940;(R)-N-Methyl-a-phenyl-1-pyrrolidineethanamine;1-[(R)-beta-(Methylamino)phenethyl]pyrrolidine;EN300-6482177;1-Pyrrolidineethanamine,N-methyl-a-phenyl-,(ar)-;A807063;(R)-(-)-N-Methyl-1-phenyl-2-(1-pyrrolidine)ethylamine;(R)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethan-1-amine;(R)-(-)-N-Methyl-1-phenyl-2-(1-pyrrolidino)ethylamine, AldrichCPR;(1R)-N-methyl-1-phenyl-2-pyrrolidin-1-yl-ethanamine;(S)-METHYL-(1-PHENYL-2-PYRROLIDIN-1-YL-ETHYL)-AMINE 2HCL

Chemical Property of (R)-N-Methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine

Chemical Property:

• Vapor Pressure: 0.00146mmHg at 25°C
• Refractive Index: 1.5245
• Boiling Point: 296.1 °C at 760 mmHg
• PKA: 9.88±0.20(Predicted)
• Flash Point: 113.1 °C
• PSA: 15.27000
• Density: 1g/cm³
• LogP: 2.37170
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 204.162648646
• Heavy Atom Count: 15
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

(S)-Methyl-(1-phenyl-2-pyrrolidin-1-yl-ethyl)-amineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: R34:Causes burns.
• Statements: 34-52
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(CN1CCCC1)C2=CC=CC=C2
• Isomeric SMILES: CN[C@@H](CN1CCCC1)C2=CC=CC=C2

Technology Process of (R)-N-Methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine

There total 11 articles about (R)-N-Methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine 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: 79.0%

(R)-1-pyrrolidine (136329-29-8) → (R)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine (136329-39-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 6h; Heating;

DOI:10.1021/jo960244v

Reference yield:

Z-D-phenylglycine (17609-52-8) → (R)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine (136329-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CuCl₂, 1-hydroxybenzotriazole, DCC / 1) DMF, 0 deg C, 20 min; 2) DMF, 0 deg C --> rt, 20 h

2: 79 percent / LAH / tetrahydrofuran / 6 h / Heating

With lithium aluminium tetrahydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; copper dichloride; In tetrahydrofuran;

DOI:10.1021/jo960244v

Reference yield:

(S)-(+)-2-(N-formylamino)-2-phenylacetic acid (10419-72-4) → (R)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine (136329-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methylmorpholine, isobutyl chloroformate / tetrahydrofuran / 1) -15 deg C, 1 h, 2) 23 deg C, 4 h

2: LiAlH₄ / tetrahydrofuran / Heating

With 4-methyl-morpholine; lithium aluminium tetrahydride; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)86278-5

upstream raw materials:

(R)-1-pyrrolidine

pyrrolidine

(R)-Styrene oxide

methylamine

Downstream raw materials:

(R)-2-(3,4-dichlorophenyl)-N-methyl-N-[1-phenyl-2-(pyrrolidin-1-yl)ethyl]acetamide

Refernces

• 1、 De Sousa, Simon E.,O'Brien, Peter,Poumellec, Pierre. "Two expedient methods for the preparation of chiral diamines". . p. 1483 - 1492. Retrieved 2007/10/03.
• 2、 Bhuniya, Debnath,DattaGupta, Arpita,Singh, Vinod K.. "Design, synthesis, and application of chiral nonracemic lithium amide bases in enantioselective deprotonation of epoxides". . p. 6108 - 6113. Retrieved 2007/10/03.