Category: 117009-97-9

Synthetic Route of 117009-97-9, These common heterocyclic compound, 117009-97-9, name is Benzyl 1,4-diazepane-1-carboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthesis of 4-(1-chloro-8-propoxy-isoquinoline-5-sulfonyl)-[1,4]diazepane-1-carboxylic acid benzyl ester (7) A solution of 1-chloro-8-propoxy-isoquinoline-5-sulfonic acid (5) and 1-chloro-8-propoxy-isoquinoline-7-sulfonic acid (6) (476 mg, 1.58 mmol) in SOCl2 (5 ml) and DMF (0.5 ml) was heated at 80 C for 2 h. The solvent was evaporated. The residue was quenched with H2O and the solution was neutralized (pH = 8) by addition of a saturated NaHCO3 solution. The mixture was extracted with CH2Cl2. The combined organic layers were poured drop wise to a solution of Cbz-homopiperazine (490 mg, 2.09 mmol) in CH2Cl2 (5 ml) at 0 C. The reaction was stirred at 0 C for 2 h. The reaction was washed with water. The organic layers were dried over MgSO4, concentrated and purified by flash chromatography (cyclohexane/EtOAc 10/0 to 8/2) to afford 360 mg (44%) of 4-(1-chloro-8-propoxy-isoquinoline-5-sulfonyl)-[1,4]diazepane-1-carboxylic acid benzyl ester (7) as a yellow oil. 1H NMR (300 MHz,DMSO-d6) delta : 8.37-8.18 (m, 3H), 7.25 (m, 5H), 6.91 (d, J = 8.6 Hz, 1H), 5.02 (s, 2H), 4.13 (t, J = 6.1 Hz, 2H), 3.54-3.46 (m, 4H), 3.36-3.27 (m, 4H), 1.97-1.80 (m, 4H), 1.19 (t, J = 7.1 Hz, 3H).

Statistics shows that Benzyl 1,4-diazepane-1-carboxylate is playing an increasingly important role. we look forward to future research findings about 117009-97-9.

Reference:
Patent; Sygnis Bioscience GmbH & Co. KG; EP2332917; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 117009-97-9,Some common heterocyclic compound, 117009-97-9, name is Benzyl 1,4-diazepane-1-carboxylate, molecular formula is C13H18N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Compound BB-18-3 (1.8g crude) was dissolved in dilute hydrochloric acid (6M, 40mL) was stirred until uniform, slowly under nitrogenwas added dropwise sodium nitrite solution (2N, 17mL), then stirred at room temperature for 1 hour, 50mL of water was added, extracted with ethyl acetate(60mL ¡Á 3).The combined organic phases with saturated brine (20 mL), dried over anhydrous sodium sulfate, the solvent was removed under reduced pressure to give the titlecompound BB-18-4 (2g crude) was used directly in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl 1,4-diazepane-1-carboxylate, its application will become more common.

Reference:
Patent; Changzhou Yin Sheng Pharmaceutical Co., Ltd.; Sichuan University; Zhang, Yang; Fu, Zhifei; Li, Jian; Chen, Shuhui; Wei, Yuquan; Tao, Xin; (65 pag.)CN105732602; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics