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(4'-Methyl-[1,1'-biphenyl]-4-yl)methanamine
Chemistry
Organic Building Blocks
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Amines Benzene Compounds

[ CAS No. 389602-70-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 389602-70-4
Chemical Structure| 389602-70-4
Structure of 389602-70-4 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 389602-70-4 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
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Product Details of [ 389602-70-4 ]

CAS No. :389602-70-4 MDL No. :MFCD05979712
Formula : C14H15N Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 197.28 Pubchem ID :-
Synonyms :

Safety of [ 389602-70-4 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 389602-70-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 389602-70-4 ]

[ 389602-70-4 ] Synthesis Path-Downstream   1~3

  • 1
  • 3-(biphenyl-2-carbonylamino)-benzoic acid [ No CAS ]
  • [ 389602-70-4 ]
  • [ 68957-94-8 ]
  • N-(4'-methylbiphenyl-4-methyl)-3-(biphenyl-2-carbonylamino)-benzoic acid amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% With 4-methyl-morpholine; In dichloromethane; EXAMPLE 61 N-(4'-methylbiphenyl-4-methyl)-3-(biphenyl-2-carbonylamino)-benzoic acid amide Prepared analogously to Example 7 from 3-(biphenyl-2-carbonylamino)-benzoic acid and 4-(4-methylphenyl)-benzylamine in dichloromethane with the addition of propanephosphonic acid cycloanhydride and N-methylmorpholine. Yield:47% of theory Rf value:0.7 (silica gel; dichloromethane/ethanol=9:1)
Reference： [1]Patent: US2002/32238,2002,A1
  • 2
  • [ 933-20-0 ]
  • [ 389602-70-4 ]
  • [ 1095316-23-6 ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate; In 1,4-dioxane; water; at 100℃; for 0.25h;Microwave irradiation; A mixture of <strong>[933-20-0]2-amino-4,6-dichloro-[1,3,5]triazine</strong> (100 mg, 0.606 mmol), 4'-methyl-biphenyl-4-yl-methylamine (142 mg, 0.606 mmol), and cesium carbonate (394 mg, 1.21 mmol) was dissolved in 1,4-dioxane (1.5 ml) and H2O (1.5 ml) in a 5 ml microwave vial. The mixture was stirred in microwave reactor at 100 C. for 15 minutes. Solvent was removed and the residue was dissolved in CH2Cl2 (20 ml) and washed with H2O (2×20 ml), dried over Na2SO4 and then removed in vacuo. The crude intermediate was then dissolved in 1.5 ml of MeCN and 1.5 ml of H2O in a 5 ml microwave vial. To this solution were added L-p-borono-phenylalanine (126 mg, 0.606 mmol), sodium carbonate (128 mg, 1.21 mmol) and catalytic amount of dichlorobis(triphenylphosphine)-palladium(II) (21.1 mg, 0.03 mmol). The mixture was sealed and stirred in the microwave reactor at 150 C. for 5 minutes followed by the filtration through celite. The filtrate was concentrated and dissolved in MeOH and H2O (1:1) and purified by preparative HPLC using MeOH/H2O/TFA solvent system. The combined pure fractions were evaporated in vacuo and further dried on a lyophilizer to give 21.6 mg of 2-amino-3-(4-{4-amino-6-[(4'-methyl-biphenyl-4-ylmethyl)-amino]-[1,3,5]triazin-2-yl}-phenyl)-propionic acid (LC: Column: YMC Pack ODS-A 3.0×50 mm, % B=0100%, Gradient time=4 min, Flow Rate=2 ml/min, wavelength=220, Solvent A=90:10 water:MeOH w/0.1% TFA, Solvent B=90:10 MeOH:water w/0.1% TFA, RT=3.096 min, MS: M+1=455). 1H NMR (400 MHz, CD3OD) delta 2.33 (s, 3H), 3.24-3.44 (m, 2H), 4.38 (m, 1H), 7.02 (d, 2H), 7.42 (m, 2H), 7.50-7.60 (m, 6H), 8.22 (m, 2H).
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 5229 - 5232
[2]Patent: US2007/191370,2007,A1 .Location in patent: Page/Page column 22-23
  • 3
  • [ 933-20-0 ]
  • [ 389602-70-4 ]
  • [ 76410-58-7 ]
  • 2-amino-3-(4-{4-amino-6-[(4'-methyl-biphenyl-4-ylmethyl)-amino]-[1,3,5]triazin-2-yl}-phenyl)-propionic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate; caesium carbonate; trifluoroacetic acid;dichlorobis(triphenylphosphine)palladium[II]; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; A mixture of 2-amino-4,6-dichloro-[1,3,5]triazine (100 mg, 0.606 mmol), 4'-methyl-biphenyl-4-yl-methylamine (142 mg, 0.606 mmol), and cesium carbonate (394 mg, 1.21 mmol) was dissolved in 1,4-dioxane (1.5 ml) and H2O (1.5 ml) in a 5 ml microwave vial. The mixture was stirred in microwave reactor at 100 C. for 15 minutes. Solvent was removed and the residue was dissolved in CH2Cl2 (20 ml) and washed with H2O (2*20 ml), dried over Na2SO4 and then removed in vacuo. The crude intermediate was then dissolved in 1.5 ml of MeCN and 1.5 ml of H2O in a 5 ml microwave vial. To this solution were added L-p-borono-phenylalanine (126 mg, 0.606 mmol), sodium carbonate (128 mg, 1.21 mmol) and catalytic amount of dichlorobis(triphenylphosphine)-palladium(II) (21.1 mg, 0.03 mmol). The mixture was sealed and stirred in the microwave reactor at 150 C. for 5 minutes followed by the filtration through celite. The filtrate was concentrated and dissolved in MeOH and H2O (1:1) and purified by preparative HPLC using MeOH/H2O/TFA solvent system. The combined pure fractions were evaporated in vacuo and further dried on a lyophilizer to give 21.6 mg of 2-amino-3-(4-{4-amino-6-[(4'-methyl-biphenyl-4-ylmethyl)-amino]-[1,3,5]triazin-2-yl}-phenyl)-propionic acid (LC: Column: YMC Pack ODS-A 3.0*50 mm, % B=0~100%, Gradient time=4 min, Flow Rate=2 ml/min, wavelength=220, Solvent A=90:10 water:MeOH w/0.1% TFA, Solvent B=90:10 MeOH:water w/0.1% TFA, RT=3.096 min, MS: M+1=455).
With sodium carbonate; caesium carbonate; trifluoroacetic acid;dichlorobis(triphenylphosphine)palladium[II]; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; A mixture of 2-amino-4,6-dichloro-[1,3,5]triazine (100 mg, 0.606 mmol), 4'-methyl-biphenyl-4-yl-methylamine (142 mg, 0.606 mmol), and cesium carbonate (394 mg, 1.21 mmol) was dissolved in 1,4-dioxane (1.5 ml) and H2O (1.5 ml) in a 5 ml microwave vial. The mixture was stirred in microwave reactor at 100 C. for 15 minutes. Solvent was removed and the residue was dissolved in CH2Cl2 (20 ml) and washed with H2O (2*20 ml), dried over Na2SO4 and then removed in vacuo. The crude intermediate was then dissolved in 1.5 ml of MeCN and 1.5 ml of H2O in a 5 ml microwave vial. To this solution were added L-p-borono-phenylalanine (126 mg, 0.606 mmol), sodium carbonate (128 mg, 1.21 mmol) and catalytic amount of dichlorobis(triphenylphosphine)-palladium(II) (21.1 mg, 0.03 mmol). The mixture was sealed and stirred in the microwave reactor at 150 C. for 5 minutes followed by the filtration through celite. The filtrate was concentrated and dissolved in MeOH and H2O (1:1) and purified by preparative HPLC using MeOH/H2O/TFA solvent system. The combined pure fractions were evaporated in vacuo and further dried on a lyophilizer to give 21.6 mg of 2-amino-3-(4-{4-amino-6-[(4'-methyl-biphenyl-4-ylmethyl)-amino]-[1,3,5]triazin-2-yl}-phenyl)-propionic acid (LC: Column: YMC Pack ODS-A 3.0*50 mm, % B=0~100%, Gradient time=4 min, Flow Rate=2 ml/min, wavelength=220, Solvent A=90:10 water:MeOH w/0.1% TFA, Solvent B=90:10 MeOH:water w/0.1% TFA, RT=3.096 min, MS: M+1=455).
Reference： [1]Patent: US2009/5381,2009,A1
[2]Patent: US2009/29993,2009,A1

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