The Libraries reaction mixture was stirred at 40 °C for 5–6 h. The resultant crude product purified through silica-gel (60–120 mesh) MLN8237 nmr column chromatography to afford yield (cal.33%–46%) (SLN1–SLN10). To a mixture of (Int-1),

Ulixertinib supplier or (Int-2); (Int-3), or (Int-4), or (Int-5), or (Int-6), or (Int-7), and potassium carbonate in anhy.DMF at r.t. The resultant crude product purified through silica-gel (60–120 mesh) column chromatography to afford yield (cal.40%–70%) (SLN1–SLN10). White powder, mp 80–85 °C. 1H NMR (400 MHz, CDCl3): δ 2.57 (s, 3H), 2.58 (s, 3H), 2.45–2.65 (m, 4H), 3.56–3.71 (m, 2H), 3.64 (s, 2H), 3.71–3.75 (m, 2H), 3.77 (s, 3H), 4.28–4.33 (dd, J = 12 Hz, 8 Hz , 2H), 4.45–4.49 (dd, J = 11.6 Hz, 2.8 Hz, 2H), 4.80–4.82 (m, 3H), 6.83–6.91 (m, 4H), 8.21 (s, 1H). MS (e/z). 398 (M+). Anal. calcd. for C22H27N3O4: C, 66.48; H, 6.85; N, 10.57; O, 16.10. Found: C, 66.6; 1 H, 6.80; N, 10.63. White

powder, mp. 131–136 °C. 1H NMR (400 MHz, CDCl3): δ 2.08–2.66 (m, 2H), 2.61 (s, 3H), 2.58–2.61 (m, 4H), 3.36 (s, 3H), 3.56–3.71 (m, 6H), 3.71 (s, 2H), 4.28–4.33 (m , 2H), 4.45–4.49 (dd, J = 12 Hz, 2.4 Hz, 2H), 4.80–4.83 (m, 3H), 6.72 (d, J = 5.6 Hz, 1H), 6.83–6.91 (m, 4H), 8.29 (d, J = 5.6 Hz, 1H). MS (e/z). 442 (M+). Anal. calcd. for C24H31N3O5: C, 65.29; H, 7.08; N, 9.52; O, 18.12. Found: C, 65.41; H, 7.12; N, 9.63. White powder, mp. 134–138 °C. 1H NMR (400 MHz, CDCl3): δ 2.57 (s, 3H), 2.51–2.64 (m, 4H), 3.56–3.73 (m, 2H), 3.71 (s, 2H), 3.74–3.79 (m, 2H), 4.31–4.33 (m, 2H), 4.37–4.43 (q, 3H), 4.46–4.50 Thiamine-diphosphate kinase (m, 2H), 4.80–4.83 (m, 2H), 6.66 (d, J = 5.6 Hz, 1H), 6.83–6.91 (m, 4H), 8.35 (d, J = 5.6 Hz, 1H). MS (e/z): 452 (M+). Anal. calcd. for C22H24F3N3O4: C, 58.53; H, 5.36; F, 12.63; N, 9.31; O, 14.18. Found: C, 58.73; H, 5.21; N, 9.39. Off-white powder, mp. 135–139 °C. 1H NMR (400 MHz, CDCl3): δ 2.51–2.61 (m, 4H), 3.59–3.63 (m, 2H), 3.74 (s, 2H), 3.74–3.87 (m, 2H),3.87 (s, 3H) 3.91 (s, 3H), 4.27–4.32 (m, 2H), 4.45–4.48 (m, 2H), 4.79–4.4.82 (m, 3H), 6.79 (d, J = 5.6 Hz, 1H), 6.83–6.91 (m, 4H), 8.26 (d, J = 5.6 Hz, 1H). MS (e/z): 340 (M+).