(R)-(-)-2-(Anilinomethyl)pyrrolidine

Base Information

• Chemical Name: (R)-(-)-2-(Anilinomethyl)pyrrolidine
• CAS No.: 68295-45-4
• Molecular Formula: C11H16N2
• Molecular Weight: 176.261
• Hs Code.: 2933990090
• European Community (EC) Number: 636-178-7
• DSSTox Substance ID: DTXSID10426196
• Nikkaji Number: J2.953.574D
• Wikidata: Q76393623
• Mol file: 68295-45-4.mol

Synonyms:68295-45-4;(R)-(-)-2-(Anilinomethyl)pyrrolidine;(R)-N-(Pyrrolidin-2-ylmethyl)aniline;N-[[(2R)-pyrrolidin-2-yl]methyl]aniline;(R)-(-)-2-Anilinomethylpyrrolidine;N-{[(2R)-Pyrrolidin-2-yl]methyl}aniline;SCHEMBL3329262;DTXSID10426196;(r)-2-(anilinomethyl)pyrrolidine;MCHWKJRTMPIHRA-LLVKDONJSA-N;(R)-()-2-(Anilinomethyl)pyrrolidine;(r)-2-(phenylaminomethyl)-pyrrolidine;AKOS015898107;(R)-2-(phenylamino-methyl)pyrrolidine;(R)-(-)-2-phenylaminomethylpyrrolidine;(R)-(?)-2-(Anilinomethyl)pyrrolidine;(2R)-N-Phenylpyrrolidine-2-methaneamine;CS-0106179;( R)-(-)-2-ANILINOMETHYLPYRROLIDINE;(R)-(-)-2-(Anilinomethyl)pyrrolidine, 97%;A836088

Chemical Property of (R)-(-)-2-(Anilinomethyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.00058mmHg at 25°C
• Refractive Index: n20/D 1.574(lit.)
• Boiling Point: 111-112 °C0.55 mm Hg(lit.)
• PKA: 10.52±0.10(Predicted)
• Flash Point: 110 °C
• PSA: 24.06000
• Density: 1.046 g/mL at 25 °C(lit.)
• LogP: 2.25230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 176.131348519
• Heavy Atom Count: 13
• Complexity: 141

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(?)-2-(Anilinomethyl)pyrrolidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)CNC2=CC=CC=C2
• Isomeric SMILES: C1C[C@@H](NC1)CNC2=CC=CC=C2
• Uses: It is used in the determination of the absolute configuration of amines and α-amino acids by 1h nmr of (r)-o-aryllactic acid amides.

Technology Process of (R)-(-)-2-(Anilinomethyl)pyrrolidine

There total 5 articles about (R)-(-)-2-(Anilinomethyl)pyrrolidine 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: 63.0%

(R)-pyrrolidine-2-carboxylic acid phenylamide (104261-87-2) → (R)-(2-anilinomethyl)pyrrolidine (68295-45-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 11h;

DOI:10.1021/jm0100537

Reference yield:

N-(tert-butoxycarbonyl)-D-proline (37784-17-1,59433-50-0) → (R)-(2-anilinomethyl)pyrrolidine (68295-45-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 20 °C

2: 68 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

3: 63 percent / lithium aluminum hydride / tetrahydrofuran / 11 h / 0 °C

With lithium aluminium tetrahydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0100537

Reference yield:

aniline (62-53-3) → (R)-(2-anilinomethyl)pyrrolidine (68295-45-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 20 °C

2: 68 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

3: 63 percent / lithium aluminum hydride / tetrahydrofuran / 11 h / 0 °C

With lithium aluminium tetrahydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0100537

upstream raw materials:

(R)-pyrrolidine-2-carboxylic acid phenylamide

N-(tert-butoxycarbonyl)-D-proline

aniline

2-(phenylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(2S,5R)-2-chloro-3-phenyl-1,3,2-diazaphosphabicyclo<3.3.0>octane 2-oxide

Refernces

• 1、 Lee,Long,Murray,Adams,Nuttall,Nadeau,Kikly,Winkler,Sung,Ryan,Levy,Keller,DeWolf Jr.. "Potent and selective nonpeptide inhibitors of caspases 3 and 7". . p. 2015 - 2026. Retrieved 2007/10/03.