Category: 195986-74-4

195986-74-4, name is 7-Bromo-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C9H7BrN2O2

To a solution of 7-bromo-3,4~dihydro-lH-benzo[e][l,4]diazepine-2,5-dione (1 equiv) in dry dioxan (0.1 M) were added bis(pinacolato)diboron (1.1 equiv), potassium acetate (3.5 equiv) and dppf (0.05 equiv). The reaction mixture was degassed with nitrogen for 20 minutes. PdCl2(dppf) (0.05 equiv) was added to the reaction mixture, which was degassed for a further 5 minutes. The reaction was heated to 120 C for 16 hours under nitrogen. The reaction mixture was partitioned between CH2CVMeOH and water. The aqueous phase was further extracted with CH2Cl2MeOH. The combined organic phases were dried (MgSO4), filtered and concentrated in vacuo. The residue was sonicated in hexane/ CH2Cl2, filtered, sonicated in CH2Cl2 and filtered to yield the desired product.7-(4,4,5,5-Tetramethyl-[l,3,2]dioxaborolan-2-yl)-3,4-dihydro-lH-benzo[e][l,4]diazepine-2,5- dione: (63 % yield, 85 % purity main impurity being the boronic acid 15 %) m/z (LC-MS, ESP): 303.4 [M+H]+ R/T = 3.08 min

The synthetic route of 195986-74-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2008/23161; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 195986-74-4, name is 7-Bromo-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione, A new synthetic method of this compound is introduced below., Formula: C9H7BrN2O2

7-bromo-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione (11.8 g, 46.2 mmol) was transferred to a round bottom flask. THF (0.57M) was added to the flask to make a slurry. Lithium aluminum hydride in 1M solution of THF (138.8 mmol) was added dropwise. When the addition was completed, the reaction mixture was heated to 63 C. After 19 hours, the reaction mixture was cooled to room temperature and then to 0 C. Water (3 mL) was added to the cooled reaction mixture, and the reaction mixture was stirred for 1 hour. After the 1 hour, 9 mL of 15% NaOH was added and the reaction mixture was stirred for another hour. Water was then added and the resulting precipitate was filtered off. The precipitate was then washed with ethyl acetate several times. The solvent was removed from the filtrate and the filtrate was transferred to a separatory funnel with ethyl acetate. The filtrate was extracted with ethyl acetate (3¡Á). The combined organic extracts were washed with brine (1¡Á), dried with magnesium sulfate, filtered and concentrated to give a yellow solid. Further purification (1% TEA/Ethyl acetate to start, then switched to 20% ammonia (2M solution in methanol)/ethyl acetate, then 100% methylene chloride) yielded the desired product. [0179] 1H NMR (CDCl3, 400 MHz): delta7.2(s,1H); 7.1 (dd, J=4, 8 Hz, 1H); 6.6(d, J=8 Hz, 1H); 3.8 (s, 2H); 3.0 (dt, J=8 Hz, 4H). [0180] Mass Spec: Calculated: 227.10; Found: 226.96 [M+H]+

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Wyeth; US2004/9970; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics