Pyrrolidin-2-ylmethanamine

Base Information

• Chemical Name: Pyrrolidin-2-ylmethanamine
• CAS No.: 57734-57-3
• Deprecated CAS: 123654-27-3
• Molecular Formula: C₅H₁₂N₂
• Molecular Weight: 100.164
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30869405
• Nikkaji Number: J316.122F
• Wikidata: Q27122083
• Mol file: 57734-57-3.mol

Synonyms:pyrrolidin-2-ylmethanamine;57734-57-3;2-pyrrolidinemethanamine;(2-Pyrrolidinyl)methylamine;pyrrolidin-2-ylmethylamine;2-(Aminomethyl)pyrrolidine;1-(pyrrolidin-2-yl)methanamine;2-aminomethylpyrrolidine;[2-Pyrrolidinyl]methylamine;2-Pyrrolidinylmethanamine #;(pyrrolidin-2-yl)methanamine;1-pyrrolidin-2-ylmethanamine;SCHEMBL321167;CHEBI:50468;DTXSID30869405;MFCD00462218;STK328114;AKOS009156756;SB45115;SB45309;s10708;BS-22479;AM20100417;FT-0648194;FT-0687369;FT-0687370;EN300-296187;A831573;J-506199;Q27122083;5-METHYL-3,4-ISOXAZOLEDICARBOXYLICACID-3-ETHYLESTER

Chemical Property of Pyrrolidin-2-ylmethanamine

Chemical Property:

• Vapor Pressure: 3.42mmHg at 25°C
• Boiling Point: 152.9 °C at 760 mmHg
• PKA: 10.68±0.10(Predicted)
• Flash Point: 48.9 °C
• PSA: 57.53000
• Density: 0.914 g/cm3
• LogP: 4.29360
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 100.100048391
• Heavy Atom Count: 7
• Complexity: 54

Purity/Quality:

98% or more ^*data from raw suppliers

Pyrrolidin-2-ylmethanamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)CN

Technology Process of Pyrrolidin-2-ylmethanamine

There total 13 articles about Pyrrolidin-2-ylmethanamine 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%

tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate (259537-92-3) → (-)-(R)-2-aminomethylpyrrolidine (57734-57-3,69500-64-7,123654-27-3,72300-69-7)

Guidance literature:

tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate; With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃;

In methanol; dichloromethane; for 1h;

Reference yield: 86.0%

tert-butyl (R)-2-((benzyl(tert-butoxycarbonyl)amino)methyl)pyrrolidine-1-carboxylate → (-)-(R)-2-aminomethylpyrrolidine (57734-57-3,69500-64-7,123654-27-3,72300-69-7)

Guidance literature:

tert-butyl (R)-2-((benzyl(tert-butoxycarbonyl)amino)methyl)pyrrolidine-1-carboxylate; With hydrogenchloride; In ethyl acetate; at 0 ℃; for 1h;

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 14h;

DOI:10.1021/acs.joc.8b00933

Reference yield: 46.1%

(R)-prolinamide (62937-45-5) → (-)-(R)-2-aminomethylpyrrolidine (57734-57-3,69500-64-7,123654-27-3,72300-69-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 33h; Heating;

DOI:10.1002/jps.2600800907

upstream raw materials:

(1H-pyrrol-2-yl)methylamine

acetic anhydride

N-acetylprolinamide

(E)-pyrrole-2-carboxaldehyde oxime

Downstream raw materials:

3-{2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazole

(4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

N-[((2R)-1-{[3,4-bis(methyloxy)phenyl]sulfonyl}-2-pyrrolidinyl)methyl]-3,4-bis(methyloxy)benzenesulfonamide

1-(4-fluoro-phenyl)-4-(hexahydro-pyrrolo[1,2-a]pyrazin-2-yl)-butan-1-one

Refernces

• 1、 Zhu, Qingying,Shen, Haimin,Yang, Zhujin,Ji, Hongbing. "Biomimetic asymmetric Michael addition reactions in water catalyzed by amino-containing β-cyclodextrin derivatives". . p. 1227 - 1234. Retrieved 2016/09/07.
• 2、 Diakos, Connie I.,Zhang, Mei,Beale, Philip J.,Fenton, Ronald R.,Hambley, Trevor W.. "Synthesis, characterisation and in vitro cytotoxicity studies of a series of chiral platinum(II) complexes based on the 2-aminomethylpyrrolidine ligand: X-ray crystal structure of [PtCl2(R-dimepyrr)] (R-dimepyrr = N-dimethyl-2(R)-aminomethylpyrrolidine)". experimental part. p. 2807 - 2814. Retrieved 2009/10/10.