Reaktion #1859853

Reaktionsgleichung

Compound 2b

(E)-4-(5-Bromo-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-8-yl)morpholine

3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrobenzo[c][1,2,5]thiadiazole 2,2-dioxide

TFA

→

title compound 43

(E)-1-Methyl-6-(8-morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-5-yl)-1,3-dihydrobenzo[c][1,2,5]thiadiazole 2,2-dioxide trifluoroacetic acid salt

Reaktionsbedingungen

Vorschrift

Compound 2b was subjected to Suzuki coupling conditions with (3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrobenzo[c][1,2,5]thiadiazole 2,2-dioxide and the resulting product was deprotected with TFA using the methods described in Example 37, Steps B and C) to obtain the title compound 43. 1H NMR (400 MHz, CD3OD) δ (ppm): 8.79 (d, J=9.0 Hz, 1H), 8.28 (d, J=9.0 Hz, 1H), 8.07-8.18 (m, 4H), 8.02 (td, J=7.8, 1.2 Hz, 1H), 7.78-7.87 (m, 2H), 7.72 (s, 1H), 7.32 (s, 1H), 7.27 (dd, J=8.1, 2.0 Hz, 1H), 7.10 (d, J=1.7 Hz, 1H), 7.02 (d, J=8.1 Hz, 1H), 4.33-4.39 (m, 4H), 3.91-3.99 (m, 4H), 3.34 (s, 3H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C28H25N7O3S: 540.2 (M+H). Found 540.4.

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