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Home > Encyclopedia > BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)-

BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)-

pharmaceutical raw materials
BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)- structure

BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)- 

structure
  • CAS No:

    391901-45-4

  • Formula:

    C16H20N2O

  • Chemical Name:

    BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)-

  • Synonyms:

    BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)-;BenzeneMethanol, -[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (R)-;(alphaR)-alpha-[[[2-(4-Aminophenyl)ethyl]amino]methyl]-benzenemethanol;(R)-2-((4-AMinophenethyl)aMino)-1-phenylethanol;Mirabegron Impurity 20;(R)-2-((4-aminophenethyl)amino)-1-phenylethan-1-ol;(1 R)-2-[(4-aminophenethyl)amino]-1-phenyl-1-ethanol;MiraBegron impurity H

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)- Basic Attributes

256.3428

256.157562

16J30IOW0V

Characteristics

58.3

1.9

1.1±0.1 g/cm3

447.9±24.0°C at 760 mmHg

224.7±22.9 °C

1.618

Safety Information

P201, P202, P260, P261, P264, P270, P272, P273, P280, P281, P301+P310, P302+P352, P308+P313, P314, P321, P330, P333+P313, P363, P391, P405, P501

H301

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P272, P273, P280, P281, P301+P310, P302+P352, P308+P313, P314, P321, P330, P333+P313, P363, P391, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)- Use and Manufacturing

Compound I (15g, 0.0465mol) in 150ml of methanol was added with stirring, ammonium formate (14.6g, 0.2325mol), 1.5g10percent palladium on carbon, followed by stirring warmed to 65 , refluxed for 5h.TLC monitoring (GFExample-4: Preparation of (R)-2-[[2-(4-aminophenyl)ethyl]-amino]-l-phenylethanoI (FormuIa-6) Iron powder (86.8 gms) was added to a mixture of (R)-2-[[2'-(4-nitrophenyl)- ethyl] amino] -1 -phenylethanol monohydrochloride compound of formula-5a (100 gms), tetrahydrofuran (500 ml) and water (500 ml) at 25-30°C and stirred for 15 min at the same temperature. Slowly added hydrochloric acid (124 ml) to the reaction mixture at 25-30°C and stirred for 12 hrs at the same temperature. After completion of the reaction, water was added to the reaction mixture at 25-30°C. Cooled the reaction mixture to 10-20°C and the pH of the reaction mixture was adjusted to 9.0 using aqueous sodium hydroxide solution. Ethyl acetate was added to the reaction mixture and stirred for 30 mins. Both the organic and aqueous layers were separated and the aqueous layer was extracted with ethyl acetate. Distilled off the solvent from the organic layer and co-distilled with cyclohexane. 300 ml of cyclohexane was added to the obtained compound, heated the reaction mixture to reflux temperature and stirred for 30 mins at the same temperature. Cooled the reaction mixture to 25-30°C and stirred for 90 mins at the same temperature. Filtered the precipitated solid, washed with cyclohexane and dried to get the title compound. Yield: 70.0 gms

Computed Properties

Molecular Weight:256.34
XLogP3:1.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:256.157563266
Monoisotopic Mass:256.157563266
Topological Polar Surface Area:58.3
Heavy Atom Count:19
Complexity:233
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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