2-Bromothiazole → 5-[6-(dimethylamino)-4-methylpyridin-3-yl]-N-[(3R,4S)-4-ethoxy-1-(1,3-thiazol-2-yl)pyrrolidin-3-yl]-3,6-diethylpyrazin-2-amine

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Following the procedure for the preparation of N-[(3R,4S)-4-ethoxy-1-pyrimidin-2-ylpyrrolidin-3-yl]-3,6-diethyl-5-(6-methoxy-2-methylpyridin-3-yl)pyrazin-2-amine but substituting 2-bromo-1,3-thiazole and 5-[6-(dimethylamino)-4-methylpyridin-3-yl]-N-[(3R,4S)-4-ethoxypyrrolidin-3-yl]-3,6-diethylpyrazin-2-amine provided the title compound as an amporphous solid: 1H NMR (400 MHz, CDCl3) δ) 7.99, 7.23, 6.53, 6.46, 5.20, 4.92, 4.29, 4.02, 3.78, 3.58, 3.42, 3.13, 2.71, 2.53, 2.12, 1.33–1.27, 1.16; IR (diffuse reflectance) 2970, 2931, 2872, 2350 (w), 1606 (s), 1537 (s), 1489 (s), 1393 (s), 1372, 1360, 1347, 1343, 1338, 1210, 1122 cm−1 HRMS (ESI) calcd for C25H35N7OS+H1 482.2702. found 482.2699.

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