Hydrochloric Acid → 5-(2-benzyl-2H-indazol-6-yl)-7-(1,2,3,6-tetrahydropyridin-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine

To a solution of tert-butyl 4-[4-amino-5-(2-benzyl-2H-indazol-6-yl)pyrrolo[2,1-f][1,2,4]triazin-7-yl]-3,6-dihydropyridine-1(2H)-carboxylate (564 mg, 1.08 mmol) in MeOH (4 mL) was added 4M HCl in dioxane (2 mL). The mixture was stirred at rt for 41 h. The mixture was concentrated and the residue was dissolved in 3:1 CHCl3/isopropanol (25 mL). The mixture was washed with saturated, aqueous NaHCO3 (25 mL), brine, dried (Na2SO4) and concentrated to dryness to afford 510 mg (96%) of the desired product, which contained trace impurities. 1H NMR (400 MHz, DMSO-d6) δ 8.54-8.58 (s, 1 H), 7.92 (s, 1 H), 7.80 (d, 1 H), 7.61 (s, 1 H), 7.27-7.37 (m, 5 H), 7.14 (dd, 1 H), 7.01-7.06 (m, 1 H), 6.75 (s, 1 H), 5.65 (s, 2 H), 3.40-3.48 (m, 2 H), 2.92 (t, 1 H), 2.42-2.49 (m, 2 H); ES-MS m/z 422.06 [M+H]+, HPLC RT (min) 1.03 min.

1. concentrationThe mixture was concentrated
2. dissolutionthe residue was dissolved in 3:1 CHCl3/isopropanol (25 mL)
3. washThe mixture was washed with saturated, aqueous NaHCO3 (25 mL), brine
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated to dryness

ORD 기록

ord-ff24c677e08a4811bc788ae3bb032efd

출처 데이터셋

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08431695B2