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[ CAS No. 90430-14-1 ]

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Chemical Structure| 90430-14-1
Chemical Structure| 90430-14-1
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Product Details of [ 90430-14-1 ]

CAS No. :90430-14-1 MDL No. :MFCD02258769
Formula : C7H10BrNO Boiling Point : 262.4°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :204.06 g/mol Pubchem ID :-
Synonyms :

Safety of [ 90430-14-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 90430-14-1 ]

  • Downstream synthetic route of [ 90430-14-1 ]

[ 90430-14-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 24424-99-5 ]
  • [ 90430-14-1 ]
  • [ 149505-94-2 ]
YieldReaction ConditionsOperation in experiment
93% With sodium hydrogencarbonate In methanol at 20℃; for 24h;
87% With sodium hydrogencarbonate In methanol at 20℃; for 20h;
86% With sodium hydrogencarbonate In methanol at 20℃; for 20h; Inert atmosphere;
86% With sodium hydrogencarbonate In methanol at 20℃; for 20h;
In 1,4-dioxane; water at 20℃; for 4h; 30.A A solution of 4.3 g (21 mmol) of 4-hydroxybenzylamine hydrobromide and 5.49 g (65 mmol) NaHCO3 in 17 ml dioxane and 4 ml of water was treated with 5.06 g (23 mmol) di-tert-butyl dicarbonate and stirred for 4 h at room temperature. The organic phase was extracted with water/dichloromethane (two times), dried (MgSO4), and evaporated to give 4.75 g of the title compound as a colorless oil. MS: 223.1 (M+).
With sodium hydrogencarbonate In methanol at 20℃; 8.a.a fert-Butyl 4-hvdroxybenzylcarbamate[0169] 4-(Aminomethyl)phenol hydrobromide (0.36 g, 1.75 mmol) was dissolved in20 mL MeOH. Boc-anhydride (0.45 g, 2.08 mmol) and NaHCO3 (0.45 g, 5.36 mmol) were added. The mixture was stirred at room temperature over night. The reaction was quenched with water and the product was extracted with CH2Cl2. The combined organic phases were dried (Na2SO4), filtered and concentrated to give 0.48 g of crude product: 1H NMR (400-67-SDI-10975vl Attorney Docket No. 12560-046-228MHz, CDCh) δ 7.15 (d, J= 8.2, 2H), 6.85 - 6.71 (m, 2H), 4.99 (s, IH), 4.76 (s, IH), 4.23 (d, J= 5.5, 2H), 1.48 (s, 9H).
1.79 g With sodium hydroxide In tetrahydrofuran; water at 20℃; for 18h;

Reference: [1]Chichak, Kelly S.; Peters, Andrea J.; Cantrill, Stuart J.; Stoddart, J. Fraser [Journal of Organic Chemistry, 2005, vol. 70, # 20, p. 7956 - 7962]
[2]Prakasam, Thirumurugan; Lusi, Matteo; Nauha, Elisa; Olsen, John-Carl; Sy, Mohamadou; Platas-Iglesias, Carlos; Charbonnière, Loïc J.; Trabolsi, Ali [Chemical Communications, 2015, vol. 51, # 27, p. 5840 - 5843]
[3]Prakasam, Thirumurugan; Lusi, Matteo; Elhabiri, Mourad; Platas-Iglesias, Carlos; Olsen, John-Carl; Asfari, Zouhair; Cianferani-Sanglier, Sarah; Debaene, Francois; Charbonniere, Loic J.; Trabolsi, Ali [Angewandte Chemie - International Edition, 2013, vol. 52, # 38, p. 9956 - 9960][Angew. Chem., 2013]
[4]Prakasam, Thirumurugan; Bilbeisi, Rana A.; Lusi, Matteo; Olsen, John-Carl; Platas-Iglesias, Carlos; Trabolsi, Ali [Chemical Communications, 2016, vol. 52, # 46, p. 7398 - 7401]
[5]Current Patent Assignee: ROCHE HOLDING AG - US2006/4091, 2006, A1 Location in patent: Page/Page column 30
[6]Current Patent Assignee: ACADIA PHARMACEUTICALS INC - WO2010/111353, 2010, A1 Location in patent: Page/Page column 67-68
[7]Johnson, Christopher N.; Adelinet, Christophe; Berdini, Valerio; Beke, Lijs; Bonnet, Pascal; Brehmer, Dirk; Calo, Frederick; Coyle, Joseph E.; Day, Phillip J.; Frederickson, Martyn; Freyne, Eddy J. E.; Gilissen, Ron A. H. J.; Hamlett, Christopher C. F.; Howard, Steven; Meerpoel, Lieven; Mevellec, Laurence; McMenamin, Rachel; Pasquier, Elisabeth; Patel, Sahil; Rees, David C.; Linders, Joannes T. M. [ACS Medicinal Chemistry Letters, 2015, vol. 6, # 1, p. 31 - 36]
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