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878809-70-2

5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)-3-METHYLPYRIDINE synthesis

3synthesis methods
-

Yield:878809-70-2 44 %

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in dimethyl sulfoxide at 120;Inert atmosphere;

Steps:

1 Step 1 - Tert-butyl 4-(5-bromo-3-methylpyridin-2-yl)piperazine-l-carboxylate.

To a solution of tert-butyl piperazine- 1-carboxylate (7.35 g, 39.5 mmol, CAS 29312-98-9) in DMSO (50 mL) was added DIEA (17.0 g, 132 mmol, 22.9 mL) and 5 -bromo-2-fluoro-3 -methyl -pyridine (5.00 g, 26.3 mmol, CAS 57260-71-6) at 25 °C. The mixture was stirred at 120 °C for 40 hrs. On completion, the reaction mixture was partitioned between EA (200 mL 3) and 0 (200 mL). The organic phase was separated, washed with brine (200 mL3), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (S1O2, Petroleum ether/Ethyl acetate=l/0 to 10/1) to give the title compound (4.3 g, 44% yield) as a yellow solid. LC-MS (ESE) m/z 358.0 (M+H)+.

References:

WO2023/278759,2023,A1 Location in patent:Paragraph 00870; 001316; 001317

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