Discovery of 20485-43-2

According to the analysis of related databases, 20485-43-2, the application of this compound in the production field has become more and more popular.

Electric Literature of 20485-43-2, 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 20485-43-2 as follows.

Example 16 rac-(3aR,14bR)-10-Cyclohexyl-N7-(dimethylsulfamoyl)-13-methoxy-N3a,N3a- dimethyl-2-((l-methyl-lH-imidazol-2-yl)carbonyl)-l,2,3,14b-tetrahydroindolo[2,l- a]pyrrolo[3,4-d][2]benzazepine-3a, 7(4H)-dicarboxamide. HATU (37.5 mg, 0.099 mmol) was added to a solution of rac-(3aR,14bR)-10-cyclohexyl-N7- (dimethylsulfamoyl)-13-methoxy-N3a,N3a-dimethyl-l,2,3,14b-tetrahydroindolo[2,l- alpha]pyrrolo[3,4-d][2]benzazepine-3a,7(4H)-dicarboxamide (30 mg, 0.049 mmol) and 1- methyl-lH-imidazole-2-carboxyIic acid (12.5 mg, 0.099 mmol) in DMF (1 mL) and TEA (0.03 mL, 0.2 mmol). The reaction mixture was stirred at rt for 16 h, diluted with MeOH, and purified by preparative HPLC (H2O/MeOH with 0.1% TFA buffer) to yield rac-(3aR,14bR)-10-cyclohexyl-N7-(dimethylsulfamoyl)-13-methoxy-N3a,N3a- dimethyl-2-(( 1 -methyl-1H-imidazol-2-yl)carbonyl)- 1 ,2,3 , 14b-tetrahydroindolo[2, 1 – alpha]pyrrolo[3,4-d][23benzazepine-3a,7(4H)-dicarboxamide (20.3 mg, 0.028 mmol, 57% yield) as a bright yellow solid. Complex mixture of rotamers was observed, partial 1H NMR (aromatic region) reported for 2 major rotamers (~3:2 ratio). 1H NMR (500 MHz, DMSO-d6) delta 6.78 (s, 0.6H), 6.91 (s, 0.4H), 7.00 (s, 0.4H), 7.05 (s, 0.4H), 7.08 – 7.22 (m, 2.2H), 7.32 (d, J= 8.2 Hz, 0.6H), 7.37 (d, J= 8.2 Hz, 0.4H), 7.54 (dd, J= 8.6, 1.2 Hz, 0.4H), 7.61 (dd, J= 8.6, 1.2 Hz, 0.6H), 7.81 (d, J= 8.6 Hz, 0.6H), 7.84 (d, J= 8.6 Hz, 0.4H), 8.09 (br s, 0.4H), 8.31 (br s, 0.6H), 11.31 (s, 0.4H), 11.69 (s, 0.6H). LCMS: m/e 716 (M+H)+, ret time 3.67 min, 4 minute gradient.

According to the analysis of related databases, 20485-43-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/120733; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem