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2-broMo-6-cyclopropylpyridine synthesis

3synthesis methods
411235-57-9 Synthesis
Cyclopropylboronic acid

411235-57-9
427 suppliers
$6.00/1g

2-broMo-6-cyclopropylpyridine

1086381-26-1
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Yield:1086381-26-1 44%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium(0);caesium carbonate in 1,4-dioxane at 100; for 1 h;Inert atmosphere;

Steps:

7.1 Step 1: 2-Bromo-6-cyclopropylpyridine (1)

[00286] A stirred mixture of 2,6-dibromopyridine (1.9 g, 8.08 mmol), cyclopropylboronic acid (1.37 g, 16.17 mmol), Cs2C03 (7.8 g, 24.2 mmol), Pd(PPh3)4 (464 mg, 0.401 mmol), and 1,4- dioxane (32 mL) under an inert atmosphere, was heated at 100 °C for 1 h. The mixture was cooled to rt and filtered through a pad of celite, and the celite further washed with EtOAc (2 χ 75 mL). The filtrate was concentrated under reduced pressure and the residue was purified (silica gel; eluting with 100% hexanes) to afford compound 1 (700 mg, 44%) as a pale brown solid. 1H MR (400 MHz, CDC13): δ 7.36 (m, 1H), 7.20 (m, 1H), 7.04 (m, 1H), 1.98 (m, 1H), 0.96 - 1.05 (m, 4H); LCMS Mass: 199.7 (M++l).

References:

WO2018/183122,2018,A1 Location in patent:Paragraph 00285; 00286; 00287

1065010-87-8 Synthesis
Potassium cyclopropyltrifluoroborate

1065010-87-8
151 suppliers
$6.00/250mg

2-broMo-6-cyclopropylpyridine

1086381-26-1
21 suppliers
inquiry