61903-11-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 61903-11-5 as follows.
(e). 1-{4-[1-(4-Fluoro-phenyl)-8,9-dimethoxy-5,6-dihydro-imidazo[5,1-a]isoquinoline-3-carbonyl]-[1,41]diazepan-1-yl}-ethanone; hydrochloride salt A solution of the product of 50d (60 mg) in dioxane (1 ml) was treated with a solution of LiOH (20 mg) in water (0.3 ml). The mixture was stirred for 45 min and neutralized by addition of an aqueous HCl solution (0.5 N). The aqueous material was freeze-dried and diluted with DMF (1 ml). N-acetylhomopiperidine (30 mg), N-ethylmorpholine (30 ml) and TBTU (60 mg) were added. The reaction mixture was stirred for 4 h, poured in water and extracted with ethyl acetate. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel (dichloromethane/acetone as eluent). The product was dissolved in a mixture of acetone/ether (v:v, 1:1) and treated with one equivalent of a 0.4N HCl solution in ether. Yield: 10 mg. MS-ESI: [M+H]+=493.4; TLC Rf=0.50 (dichloromethane/acetone 1:1); NMR (DMSO-d6) delta 2.00 (m, 3, acetyl(rotamers)), 3.47 and 3.80 (2*s, 6, OCH3), 6.95 and 7.02 (2*s, 2, H7 and H10), 7.30 and 7.69 (2*m, F-Ar-H); 19F-NMR (DMSO-d6)-114.9; hFSHRago (CHO luc) EC50=315 nM.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 61903-11-5, and friends who are interested can also refer to it.
Reference:
Patent; N.V. Organon; US2010/324021; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics