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Chemistry
Organic Building Blocks
Aryls
2-(4-Bromophenyl)cyclopropanamine
Chemistry
Organic Building Blocks
Aryls
Amines Bromides Benzene Compounds

[ CAS No. 90561-75-4 ]

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 90561-75-4
Chemical Structure| 90561-75-4
Structure of 90561-75-4 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 90561-75-4 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
Alternatived Products of [ 90561-75-4 ]

Product Details of [ 90561-75-4 ]

CAS No. :90561-75-4 MDL No. :MFCD11936661
Formula : C9H10BrN Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :212.09 Pubchem ID :-
Synonyms :

Safety of [ 90561-75-4 ]

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

Application In Synthesis of [ 90561-75-4 ]

* 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 [ 90561-75-4 ]

[ 90561-75-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 90561-75-4 ]
  • [ 1401966-71-9 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
26.8% Stage #1: trans-2-(4-bromophenyl)cyclopropylamine; tert-butyl 4-((4-formylpiperidine-1-yl)methyl)benzoate In methanol for 0.0333333h; Reflux; Stage #2: With sodium cyanoborohydride In methanol at 20℃; for 1h; Stage #3: With hydrogenchloride; water for 0.5h; Reflux; 60 Example 60 4-((4-(((trans-2-(4-Bromophenyl)cyclopropyl)amino)methyl)piperidin-1-yl)methyl)benzoic acid To a solution of tert-butyl 4-((4-formylpiperidin-1-yl)methyl)benzoate (250 mg, 0.824 mmol) in methanol (50 mL) was added trans-2-(4-bromophenyl)cyclopropylamine (210 mg, 0.989 mmol). The reaction mixture was refluxed for 2 minutes then cooled down to room temperature. Sodium cyanotrihydroborate (78 mg, 1.236 mmol) was added. The reaction mixture was stirred 1 hour at room temperature. Water (50 mL) was added. The reaction was concentrated and 50 mL of dichloromethane was added. The layers were separated. The organic was washed with 10% acetic acid (50 mL). The layers were separated and 50 mL of brine was added and the formed solid was filtered. The solid was refluxed in 1 M HCl for 30 min, then cooled to 0° C. and after 1 hour the solid was filtered. 4-((4-(((trans-2-(4-bromophenyl)cyclopropyl)amino)methyl)piperidin-1-yl)methyl)benzoic acid (120 mg, 0.221 mmol, 26.8% yield) was isolated as white solid. 1H NMR (400 MHz, METHANOL-d4) δ 8.14 (d, J=8.34 Hz, 2H), 7.71 (d, J=8.34 Hz, 2H), 7.48 (d, J=8.59 Hz, 2H), 7.15 (d, J=8.34 Hz, 2H), 4.44 (br. s., 2H), 3.55 (d, J=10.36 Hz, 2H), 3.06-3.25 (m, 4H), 3.01 (dt, J=3.98, 7.71 Hz, 1H), 2.59 (ddd, J=3.54, 6.63, 10.29 Hz, 1H), 2.02-2.29 (m, 3H), 1.53-1.80 (m, 3H), 1.41 (q, 1H); LC-MS Rt=0.61 min; MS (ESI): 445.2 [M+H]+.
Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - US9346840, 2016, B2 Location in patent: Page/Page column 77
  • 2
  • [ 6142-65-0 ]
  • [ 90561-75-4 ]
Reference： [1]PLoS ONE,2017,vol. 12

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[ 90561-75-4 ]

Chemical Structure| 1306604-68-1

A482893[ 1306604-68-1 ]

2-(4-Bromophenyl)cyclopropanamine hydrochloride

Reason: Free-salt