Reference of 6096-89-5, 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 6096-89-5 as follows.
Example 167. N-(3-(3,4-dichlorophenyl)propyl)-l-(2-(4-fluorophenoxy)ethyl)-4- h drox -5 -oxo-2,5 -dihydro- 1 H-pyrrole-3 -carboxamide[00219] To a solution of 2-(4-fluorophenoxy)ethanamine (0.022 g, 0.14 mmol) in MeOH (3 mL) was added DIPEA (0.024 mL, 0.14 mmol). The mixture was stirred for 5 min at rt, then paraformaldehyde (4.19 mg, 0.140 mmol) was added. The mixture heated at 60 C for 10 min using microwave irradiation. The reaction was cooled to rt, then Intermediate 5 (50 mg, 0.140 mmol) was added in a single portion. The reaction mixture was heated at 100 C for 15 min using microwave irradiation, then stirred at rt for 16 h. The reaction mixture was diluted with MeOHiH^O (9: 1) containing 0.1 % TFA, then purified by RP preparative HPLC (Method C) to obtain 9.2 mg (14% yield) of Example 167. HPLC/MS (Method C) RT = 3.35 min, [M+H]+ 468; .H NMR (500 MHz, methanol-^) (delta ppm): 1.83-1.95 (m, 2 H), 2.66 (t, J=7.70 Hz, 2 H), 3.36 (t, J=6.87 Hz, 2 H), 3.85 (t, J=5.22 Hz, 2 H), 4.11-4.20 (m, 4 H), 6.91 (d, J=4.40 Hz, 1 H), 6.93 (d, J=3.85 Hz, 1 H), 6.99 (t, J=8.80 Hz, 2 H), 7.14 (dd, J=8.25, 2.20 Hz, 1 H), 7.35-7.41 (m, 2 H).
According to the analysis of related databases, 6096-89-5, the application of this compound in the production field has become more and more popular.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ABELL, Lynn; ADAM, Leonard; CAVALLARO, Cullen L.; FINLAY, Heather; FRIENDS, Todd J.; HANGELAND, Jon J.; JIANG, Ji; LAWRENCE, R. Michael; LLOYD, John; PI, Zulan; TORA, George O.; QIAO, Jennifer X.; HU, Carol Hui; WANG, Tammy C.; WO2013/48982; (2013); A1;,
Ether – Wikipedia,
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