Category: 191170-76-0

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. 191170-76-0, name is Benzyl 4-bromophenethylcarbamate, A new synthetic method of this compound is introduced below., SDS of cas: 191170-76-0

(1402) [00449] To a vial was added benzyl 4-bromophenethylcarbamate (0.337 g, 1.01 mrnol), tert- butyl 3,6-diazabicyclo[3.1.1]heptane-3-carboxylate (0.200 g, 1.01 mmoi), CS2CO3 (0.822 g, 2.52 mmoi), and XPhos Pd 2nd generation precatalyst (0.079 g. 0.10 mmoi). The vial was backfilled with dry nitrogen 3 times. Dioxane (2 ml) was added to the solid mixture and a stream of dry nitrogen was bubbled through the reaction for 2 minutes. The reaction mixture was heated to 90 C overnight and then cooled to RT, filtered through Celite and concentrated in vacuo. The resulting crude product was purified by FCC eluting with 20 – 30% EtOAc in hexanes to afford teri-mXy 6-(4-(2-(((benzyloxy)carbonyl)amino)ethyl)phenyl)-3,6-diazabicyclo[3.1 .1 ]heptane~3- carboxylate as a white solid (322 mg, 71%). LCMS (ESI, m/z): 452 [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; FORMA THERAPEUTICS, INC.; GUERIN, David Joseph; BAIR, Kenneth W.; CARAVELLA, Justin A.; IOANNIDIS, Stephanos; LANCIA JR., David R.; LI, Hongbin; MISCHKE, Steven; NG, Pui Yee; RICHARD, David; SCHILLER, Shawn E. R.; SHELEKHIN, Tatiana; WANG, Zhongguo; (365 pag.)WO2017/139778; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

191170-76-0, name is Benzyl 4-bromophenethylcarbamate, 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. COA of Formula: C16H16BrNO2

To a solution of benzyl 4-bromophenethylcarbamate (13.7 g, 41.1 mmol) in DMF (40 mL) was added Zn(CN)2 (4.93 g, 41.2 mmol) and Pd(PPh3)4 (4.75 g, 4.11 mmol). The reaction mixture was stirred at 100 C under Ni overnight. TLC showed the reaction completed. The reaction mixture was quenched with water and filtered. The residue was stirred in a mixed solvent of ethyl acetate and hexane (100 mL, EtOAc:Hexane = 1 :6) for 30 min. It was next filtered and dried to afford the title compound as white solid (8.9 g, 77.6%). NMR (500 MHz, DMSO- d6): 7.74 (d, 2H), 7.28-7.41 (m, 8H), 4.99 (s, 2H), 3.25-3.29 (m, 2H), 2.81 (t, 2H).

The synthetic route of 191170-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; YE, Jinqi; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; (0 pag.)WO2020/2968; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 191170-76-0,Some common heterocyclic compound, 191170-76-0, name is Benzyl 4-bromophenethylcarbamate, molecular formula is C16H16BrNO2, 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.

A solution of intermediate 3.3 (2g, 6 mmol, 1 eq.) and intermediate 3.10 (2g, 6 mmol, 1 eq.) in DMF is purged with Ar2 for 10 min. Pd(dppf)Cl2 (122 mg, 0.15 mmol, 0.4 eq.) and 8 mL 2N Na2Ctheta3/H2O are then added and the resulting reaction mixture is sealed in a tube and heated to 120 0C in a microwave oven for 30 min. The reaction mixture is diluted with EtOAc and washed with water and brine. The organic layer is dried over Na2SO4, filtered and concentrated to give a dark oil that is purified by flash column (40%~60% EtOAc/hexanes, 40 g column) yielding intermediate 3.11 as a light greenish oil (2 g, 4.3 mmol, 72%).

The synthetic route of 191170-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/52078; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

191170-76-0, The chemical industry reduces the impact on the environment during synthesis 191170-76-0, name is Benzyl 4-bromophenethylcarbamate, I believe this compound will play a more active role in future production and life.

A solution of H2SO4 (3 ml) and AcOH (6 mL) was cooled in an ice bath for 10 min. Paraformaldehyde (1.00 g, 33.3 mmol) and benzyl (4-bromophenethyl)carbamate (0.92 g, 2.75 mmol) were added to the cooled solution and the reaction was stirred for 10 min at 0 C, where upon the reaction was poured onto ice (ca. 50 g). When the ice melted, the aqueous solution was extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with a saturated aqueous solution of NaHCCb (1 x 50 mL), water (1 x 50 mL), and brine (1 x 50 mL). The organic layer was dried (Na2S04) and concentrated under reduced pressure. The crude material was purified via flash column chromatography eluting with EtOAc:hexanes (5:95) to give 720 mg (76%) of title co s consistent with literature.1

The chemical industry reduces the impact on the environment during synthesis Benzyl 4-bromophenethylcarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; MARTIN, Stephen, F.; SAHN, James, J.; LINKENS, Kathryn, Taylor; (119 pag.)WO2017/190109; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics