Processes for preparing gonadotropin releasing hormone receptor antagonists
A technology of alkyl and compound, which is applied in the field of preparation of gonadotropin-releasing hormone (GnRH) receptor antagonist, and can solve problems such as not being able to be used orally
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[0112] LCMS analysis was performed on an open-frame Agilent chromatograph with UV and mass detectors, 5 cm C18 column, 5 min 95% water to 95% MeCN gradient. HPLC analysis was performed on a Waters liquid chromatograph, 15 cm C18 column, 20 min elution with a 10 min gradient of 95% water to 95% MeCN (0.05% TFA) and a flow rate of 1 mL / min.
N-(2-bromophenyl)-4-tert-butylbenzamide
[0113] 2-Bromoaniline (98%, Oakwood 005347, 214 g, 1.25 moles), sodium bicarbonate (270 g, 3.2 moles), THF (500 mL) and water (500 mL) were charged into a device equipped with an overhead stirrer, thermometer and Add a 500 ml addition funnel to a 5 L round bottom flask. A solution of tert-butylbenzoyl chloride (>98%, Fluka 19660, 250 mL, 1.37 mol) in 250 mL THF was charged to the addition funnel and added slowly (over 25 minutes) to the stirred reaction mixture in the flask (Without external heating or cooling, a slight warming was observed and the temperature in the flask rose to 35°C).
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