Category: 177906-48-8

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 177906-48-8 as follows. SDS of cas: 177906-48-8

To a stirred mixture of 6-chloroquinoline-2-carboxylic acid (100 mg, 0.48 mmol, 1 equiv) and trans-tert-butyl (4-aminocyclohexyl)carbamate (103 mg, 0.48 mmol, 1 equiv) in DMF (5 mL) was added HATU (365 mg, 0.96 mmol, 2 equiv) and continued stir at RT for 30 min. DIPEA (0.3 ml, 1.44 mmol, 3 equiv) was added and again stirred at RT for overnight. Reaction progress was monitored by LCMS. After completion of reaction, the reaction mixture was poured into water (50 mL), the resulting yellow precipitate was filtered off and again washed with water (20 mL×2). Thus obtained solid was dried under vacuum to obtain trans-tert-butyl (4-(6-chloroquinoline-2-carboxamido)cyclohexyl)carbamate (120 mg, 71.85%) as a yellow solid. LCMS: 404.6 [M+H]+

According to the analysis of related databases, 177906-48-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Praxis Biotech LLC; BERNALES, Sebastian; DELGADO OYARZO, Luz Marina; NUNEZ VASQUEZ, Gonzalo Esteban; URETA DIAZ, Gonzalo Andres; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; CHAKRAVARTY, Sarvajit; US2019/177310; (2019); A1;,
Amide – Wikipedia,
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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 177906-48-8 as follows. Application In Synthesis of trans-N-Boc-1,4-cyclohexanediamine

To a solution of 6-bromo-2-fluoro-8-(trifluoromethyl)quinazoline (0.4 g, 1.3 mmol) in n-BuOH (20.0 mL) were added tert-butyl N-(4-aminocyclohexyl)carbamate (349 mg, 1.6 mmol) and DIEA (350 mg, 2.7 mmol, 472.3 uL). The mixture was stirred at 100C for 12 h. The mixture was cooled to 25C and filtered. The cake was washed with Petroleum ether (50.0 mL) to afford tert-butyl ((lr,4r)-4-((6-bromo-8-(trifluoromethyl)quinazolin-2- yl)amino)cyclohexyl) carbamate (0.5 g, 1.0 mmol, 74.6% yield). M+H+ = 491.2 (LCMS).

According to the analysis of related databases, 177906-48-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 177906-48-8, name: trans-N-Boc-1,4-cyclohexanediamine

To a solution of 21.43g (0.1mol) of tert-butyl N-(trans-4-aminocyclohexyl) carbamate in 250mL of N,N-dimethylformamide were added 16.76mL (0.12mol) of bis (2-bromoethyl) ether and 34.85mL (0.25mol) of triethylamine, and the mixture was stirred for 6 hours at 70C. Then solvent was removed under reduced pressure and the residue was treated with ethyl acetate. The organic layer was washed with sodium carbonate aqueous solution and saturated saline solution, then, dried over with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (eluent: chloroform alone to chloroform/methanol = 30/1) to give 19.92g (70%) of the title compound.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, trans-N-Boc-1,4-cyclohexanediamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Daiichi Asubio Pharma Co., Ltd.; EP1775298; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of trans-N-Boc-1,4-cyclohexanediamine

tert-Butyl (lr,4r)-4-(dimethylamino)cyclohex lcarbamate (SB1-E-21-2) To a solution of SB1-E-21-1 (850 mg, 3.97 mmol) and HCHO (600 mg, 20.0 mmol) in MeOH (30 mL) was added NaBH3CN (1.1 g, 17.5 mmol), the mixture was stirred at r.t overnight, after completion, concentrated to remove the solvent, the residue was extracted with ethyl acetate (100 mL chi 4), the organic phase was washed with brine (50 mL chi 2), dried with Na2S04. Filtered, concentrated to remove the solvent, the residue was purified by silica gel (DCM/MeOH = 10/1, 5/1) to obtain SB1-E-21-2 (light brown solid, 800 mg, yield 83%). LCMS (m/z): 243 [M + H]+.

The synthetic route of 177906-48-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, Paul; (299 pag.)WO2016/160617; (2016); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 177906-48-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 177906-48-8 name is trans-N-Boc-1,4-cyclohexanediamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Synthesis of compound 13.2. To a solution of compound 13.1 (6.43 g, 30.00 mmol, 1.00 equiv) in 80 mL of distilled THF was added LiAlH4 (5.7 g, 168.03 mmol, 5.00 equiv) portion-wise at 0C under nitrogen. After addition completion, the resulting mixture was stirred for 4 h at 80C in an oil bath. The reaction was then quenched with Na2SO4 10H2O and the solids were filtered out, washed with 100 mL of THF and the filtrate was concentrated under vacuum to give 3.5 g of trans- l-N-methylcyclohexane-l,4-diamine, compound 13.2 as a white solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, trans-N-Boc-1,4-cyclohexanediamine, and friends who are interested can also refer to it.

Reference:
Patent; NIMBUS IRIS, INC.; ROMERO, Donna L.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; SHELLEY, Mee; MASSE, Craig E.; HARRIMAN, Geraldine C.; WO2015/164374; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 177906-48-8, A common heterocyclic compound, 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, molecular formula is C11H22N2O2, 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.

Example 33; {4-[3-(6-Bromo-pyridin-2-yl)- l-(2-trimethylsilanyl-ethoxymethyl)-lH-pyrazolo[3,4- d]pyrimidin-6-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester; The mixture of 3-(6-bromo-pyridin-2-yl)-6-chloro- l-(2-trimethylsilanyl-ethoxymethyl)- lH-pyrazolo[3,4-d]pyrimidine (from Example 31 supra) (2.65 g, 6.01 mmol), tert-butyl (lr,4r)- 4-aminocyclohexylcarbamate (1.53 g, 7.14 mmol) and Et3N (1.4 mL, 9.7 mmol) in IPA (60 mL) was heated at reflux for 16 hours. After cooling to room temperature, the reaction mixture was filtered and solid dried to give {4-[3-(6-bromo-pyridin-2-yl)- l-(2-trimethylsilanyl- ethoxymethyl)-lH-pyrazolo[3,4-d]pyrimidin-6-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester as white powder. (Yield 3.3 g, 89%).

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; F. HOFFMANN-LA ROCHE AG; LIU, Wenjian; LUK, Kin-Chun Thomas; ZHANG, Xiaohu; WO2012/98068; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 177906-48-8, A common heterocyclic compound, 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, molecular formula is C11H22N2O2, 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.

To a solution of tert-butyl ((lr,4r)-4-aminocyclohexyl)carbamate (1 g, 4.66 mmol) and 1 -fluoro-2-nitrobenzene (commercially available from Sigma- Aldrich, Milwaukee, WI) (0.658 g, 4.66 mmol) in DMF (5 mL) was added K2C03 (1.28 g, 9.32 mmol) at ambient temperature. The resulting reaction mixture was stirred for 12 hours at 60C. After completion of reaction (monitored by TLC (TLC eluent: 30 % EtOAc in petroleum ether)), the reaction mixture was cooled to ambient temperature and water was added to obtain a yellow precipitate. After stirring for 10 minutes, the mixture was filtered and washed with water and then dried under vacuum to afford tert-butyl ((lr,4r)-4-((2-nitrophenyl)amino)cyclohexyl)carbamate as a yellow solid (1.5 g, 95.84 %). lB NMR (300 MHz, DMSO-d6) delta 8.03 (d, J= 8.6 Hz, 1H), 7.87 (d, J= 7.6 Hz, 1H), 7.52-7.43 (m, 1H), 7.1 1 (d, J= 8.7 Hz, 1H), 6.83 (d, J= 7.6 Hz, 1H), 6.71 – 6.57 (m, 1H), 3.42 (m, 1H), 1.99 (s, 2H), 1.81 (s, 2H), 1.45 – 1.20 (m, 2H+2H+1H+9H=14H). m/z (ESI) 336.3 (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; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Hongbing; HUANG, Xin; MARTIN, Matthew, W.; PATEL, Vinod; WO2013/134079; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 177906-48-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reaction of 8 with tert-butyl trans-4-aminocyclohexylcarbamate, as for the synthesis of 62a, gave tert-butyl trans-4-{[4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-1,3,5-triazin-2-yl]amino}cyclohexylcarbamate (85a) in 88% yield: mp (CH2Cl2/hexanes) 218-221 C; 1H NMR (DMSO-d6) delta 8.10 and 7.97 (2d, J = 8.3, 8.1 Hz, 1H), 7.87 and 7.72 (2t, JHF = 53.1, 53.0 Hz, 1H) 7.83 and 7.77 (2d, J = 7.7, 8.10 Hz, 1H), 7.38 (q, J = 8.3 Hz, 1H), 6.94 (t, J = 8.0 Hz, 1H), 6.75-6.70 (m, 1H), 3.98 and 3.97 (2s, 3H), 3.97 (m, 4H), 3.71-3.69 (m, 4H), 1.98-1.91 (m, 2H), 1.85-1.82 (m, 2H), 1.40-1.22 (m, 4H), 1.38 (s, 9H); Anal. Calcd. for C27H36F2N8O4: C, 56.4; H, 6.3; N, 19.5; Found: C, 56.6; H, 6.5; N, 19.3%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, trans-N-Boc-1,4-cyclohexanediamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gamage, Swarna A.; Giddens, Anna C.; Tsang, Kit Y.; Flanagan, Jack U.; Kendall, Jackie D.; Lee, Woo-Jeong; Baguley, Bruce C.; Buchanan, Christina M.; Jamieson, Stephen M.F.; Shepherd, Peter R.; Denny, William A.; Rewcastle, Gordon W.; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5859 – 5874;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 177906-48-8, The chemical industry reduces the impact on the environment during synthesis 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, I believe this compound will play a more active role in future production and life.

Method E The reaction mixture of Core C (1.00 eq) and amine n (4.00 eq) in DMSO (8 mL) was stirred at 160 C for 3 h. The reaction mixture was cooled to rt and poured onto ice-H20 (20 mL). The aqueous layer was extracted with EA (50 mL*3). The combined organic layers were washed with brine (50 mL*3), dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography to give A-n. Step 1: Compound 27_2 was made according to the procedure descibed in method E with amine-27 (1.0 eq) and DIEA (10 eq) at 160C for 6 h and it was obtained as a yellow solid after purification by prep HPLC (TFA). Yield: 41.1% NMR (CDCb, 400 MHz) delta 8.18 (d, / = 5.2 Hz, 1H), 7.83 (s, 1H), 6.71 (d, / = 5.6 Hz, 1H), 4.87 (s, 1H), 4.41 (s, 1H), 3.89 – 3.82 (m, 4H), 3.49 (s, 1H), 3.19 (d, / = 6.3 Hz, 2H), 2.19 – 2.05 (m, 4H), 1.46 (s, 9H), 1.35 – 1.29 (m, 7H), 1.26 (m, 2H), 1.23 (m, 2H), 0.50 – 0.46 (m, 2H), 0.26 – 0.24 (m, 2H)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, trans-N-Boc-1,4-cyclohexanediamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD; BEN NERIAH, Yinon; BRACHYA, Guy; BURSTAIN, Ido; MINZEL, Waleed; SNIR-ALKALAY, Irit; VACCA, Joseph; LI, Dansu; (129 pag.)WO2017/21969; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

177906-48-8, 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. 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, A new synthetic method of this compound is introduced below.

1.8 g of LiAlH4 was added to a solution of 2.1 g of intermediate 41 in 50 mL of THF, and heated to reflux for 2 hours. After the reaction was completed, 50 mL of saturated ammonium chloride solution was carefully added under an ice bath to quench the reaction. Separate the organic phase, extract the aqueous phase three times with dichloromethane and incorporate the organic phase, It was washed successively with saturated aqueous ammonium chloride solution and saturated brine, and then dried over anhydrous sodium sulfate, The sodium sulfate was removed by filtration and concentrated to obtain the crude product. The crude product was isolated by column chromatography (200-300 mesh silica gel, eluent dichloromethane: methanol = 3: 1) to obtain pure intermediate 42.

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; ShanghaiTech University; Tao Houchao; Zhao Fei; (85 pag.)CN110894209; (2020); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics