ChemicalBook CAS DataBase List TERT-BUTYL 8-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

TERT-BUTYL 8-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE synthesis

3synthesis methods

Product Name:TERT-BUTYL 8-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE
CAS Number:893566-75-1
Molecular formula:C14H18BrNO2
Molecular Weight:312.2

24424-99-5 Synthesis

24424-99-5
826 suppliers
$13.50/25G

75416-51-2 Synthesis

75416-51-2
94 suppliers
$24.00/100mg

TERT-BUTYL 8-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

893566-75-1
68 suppliers
$11.00/100mg

Yield: 95%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20; for 0.5 h;

Steps:

A10 Preparation of intermediate 22:
Boc2O (25.73 g, 117.88 mmol) was added dropwise to a solution of intermediate 21 (25.00 g, 117.88 mmol) and TEA (32.83 mL, 236.00 mmol) in DCM (300 mL) at 0 °C. The resulting mixture was stirred at room temperature for 30 minutes. Sat. citric acid was added to quench the reaction and layers were separated. The organic layer was washed with brine, dried over Mg504, filtered and evaporated in vacuo. The crude residue was purified by silica gel column (mobile phase: Petroleum ether/EtOAc, 3/1, v/v) to give 35 g of intermediate 22 (95% yield).

References:

JANSSEN PHARMACEUTICA NV;PILATTE, Isabelle, Noëlle, Constance;QUEROLLE, Olivier, Alexis, Georges;ANGIBAUD, Patrick, René;BERTHELOT, Didier, Jean-Claude;COUPA, Sophie;DEMESTRE, Christophe, Gabriel, Marcel;MEERPOEL, Lieven;MERCEY, Guillaume, Jean, Maurice;MEVELLEC, Laurence, Anne;MEYER, Christophe;PASQUIER, Elisabeth, Thérèse, Jeanne;PONCELET, Virginie, Sophie WO2017/216293, 2017, A1 Location in patent:Page/Page column 74; 75

226942-29-6 Synthesis