Author: tianli

Electric Literature of 111300-06-2, 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. 111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of lithium aluminium hydride (9 g, 0.23 mol) in tetrahydrofuran (425 mL) was added slowly tert-butyl (trans-4-hydroxycyclohexyl)carbamate (intermediate 1, 10 g, 0.046 mol). The mixture was refluxed overnight. Once the mixture was cooled to room temperature, 9 ml of water, 9 ml of 4N NaOH solution and 18 ml of water were carefully and successively dropped. The organic solvent was removed under reduced pressure and the crude obtained was dissolved with chloroform and dried over magnesium sulphate. The filtrate was evaporated to dryness and co evaporated with hexane to give the title compound as a white solid (89%). This intermediate is also described in . 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.04 – 1.20 (m, 2 H) 1.25 – 1.40 (m, 2 H) 1.97 (br. s., 4 H) 2.27 – 2.40 (m, 1 H) 3.57 – 3.70 (m, 1 H)

The synthetic route of tert-Butyl (trans-4-hydroxycyclohexyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Almirall, S.A.; Aiguade Bosch, Jose; Gual Roig, Silvia; Prat Quinones, Maria; Puig Duran, Carlos; EP2592077; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6228-73-5, name is Cyclopropanecarboxamide, 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. Application In Synthesis of Cyclopropanecarboxamide

The product from step 1 (30 mg, 0.080 mmol), cyclopropanecarboxamide (13.59 mg, 0.160 mmol), Xantphos (9.24 mg, 0.016 mmol)And cesium carbonate (78 mg, 0.239 mmol)The mixture in dioxane (0.8 mL) was purged for 5 min,Then Pd2 (dba) 3 (7.31 mg, 7.98 mumol)And the reaction was placed in a preheated chamber at 130 C for 1 h. The reaction mixture was then cooled and diluted with DMSO and purified by reverse phase preparative LCMS using the following conditions: Column: Waters XBridge C18, 19 x 200 mm, 5 mum particles; mobile phase A: 5: 95 acetonitrile: water MM ammonium acetate); mobile phase B: 95: 5 acetonitrile: water (with 10 mM ammonium acetate); gradient: 0-100% B over 20 minutes and then at 100% B for 0 min; flow rate: 20 mL / min The The fractions containing the desired product are combined and dried by centrifugal evaporation. The yield of the product was 26.3 mg (69%).

The synthetic route of 6228-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MOSLIN,, RYAN M.; WEINSTEIN,, DAVID S.; WROBLESKI,, STEPHEN T.; ZHANG,, YANLEI; TOKARSKI,, JOHN S.; MERTZMAN,, MICHAEL E.; LIU,, CHUNJIAN; (124 pag.)TWI582077; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 2675-89-0,Some common heterocyclic compound, 2675-89-0, name is 2-Chloro-N,N-dimethylacetamide, molecular formula is C4H8ClNO, 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.

General procedure: Under molecular oxygen atmosphere, to a mixture of Pd(OAc)2 (1.3 mg, 0.006 mmol) and bpy (0.9 mg, 0.006 mmol), toluene (2.0 mL) was added. Then aniline (0.2 mmol), amide (2.0 mmol), PivOH (40.9 mg, 0.4 mmol), and BF3Et2O (42.6 mg, 0.3 mmol) were added to the mixture. The mixture was heated to 120 C and it stirred at 120 C for 24 h. After completion, the mixture was cooled to room temperature and diluted with ethyl acetate. Washed withaq NaHCO3, water, and aq NaCl. Dried over MgSO4 and filtered. Aftere vaporation of the solvent, the residue was purified by preparative thin-layer chromatography on silica gel with PE/EtOAc (1/1) as aneluent to give the product 3.

The synthetic route of 2675-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gu, Da-Wei; Guo, Xun-Xiang; Tetrahedron; vol. 71; 48; (2015); p. 9117 – 9122;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 75178-90-4,Some common heterocyclic compound, 75178-90-4, name is tert-Butyl (5-hydroxypentyl)carbamate, molecular formula is C10H21NO3, 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 stirred mixture of tert-butyl 5-hydroxypentylcarbamate (2)(9.8 g, 48.2 mmol) and triethyl amine (13.44 mL, 96.0 mmol) in DCM (85 mL) at-10 oC was added methanesulfonyl chloride (4.5 mL, 57.9 mmol) in adropwise fashion and the resulting solution was stirred at the same temperaturefor 3h. The reaction was quenched with the addition of water (5 mL). Theorganic phase was washed with water, brine, dried over MgSO4,filtered and evaporated under reduced pressure to afford the title compound asyellow oil (13.16g, 97%). The product was directly taken to next step withoutany further purification. 1H NMR(CDCl3) d 4.22 (t, 2H, J = 6.42 Hz), 3.09 (m, 2H), 1.82 (m, 4H), 1.56-1.40(m, 11H). 13C NMR (75 MHz, CDCl3) d 155.8, 79.3, 70.0,41.8, 37.9, 29.8, 28.3, 22.5. IR: 2981, 1707, 1516, 1354, 1171 cm-1. MS m/z (ESI) 304.26 (M +Na+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (5-hydroxypentyl)carbamate, its application will become more common.

Reference:
Article; Maharvi, Ghulam M.; Bharucha, Adil E.; Fauq, Abdul H.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 9; (2013); p. 2808 – 2811;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 154350-29-5,Some common heterocyclic compound, 154350-29-5, name is Cyclopropanesulfonamide, molecular formula is C3H7NO2S, 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 (22E)-3-oxo-4,6,22-cholatrien-24-oic acid (2.00 g, 5.43 mmol) in CH2CI2(40 mL) was added EDCI (1.69 g, 10.9 mmol) and DMAP (1.33 g, 10.9 mmol).Cyclopropane sulfonamide (1.97 g, 16.3 mmol) was added and the reaction was stirred at room temperature for 22 h. Water (25 mL) was added and the layers were separated. The aqueous layer was extracted with CH2CI2 (2 x 25 mL) and the combined organics were washed with 2 M aq HCI (20 mL), 10percent aq. NaCI (10 mL), dried over sodium sulfate andconcentrated under reduced pressure. The residue was purified by column chromatography on silica gel (0-10percent acetone in toluene) to give the desired product (1.68 g, 66percent) asan off-white solid. OH (400 MHz, CDCI3); 8.90 (1H, s, NH), 6.95 (1H, dd, J15.5,9.0, 023-OH), 6.11 (2H, brs, 06-OH and 07-OH), 5.86 (1H, dd, J15.5, 0.5, 022-OH), 5.68 (1H, s, 04-OH), 3.00 (1H, dddd, J 12.8, 9.5, 8.1, 4.8, SO2OH), 2.64 (1H, ddd, J 18.1, 14.4,5.4, O2OHaHb), 2.51-2.41 (1H, m, 02-OHaHb), 2.40-2.28 (1H, m), 2.25-2.15 (1H, m), 2.09-1.96 (2H, m), 1.85-1.64 (3H, m), 1.63-1.52 (1H, m), 1.51-1.17 (9H, m), 1.17-1.07 (5H, m),1.12 (3H, s, 019-OH3), 0.80 (3H, s, 018-OH3); 00 (100 MHz, 0D013); 200.0, 164.2, 164.1,155.5, 141.3, 127.9, 123.6, 119.4,54.7, 53.2, 50.6, 43.8, 39.8, 39.3, 37.8, 36.1, 33.9, 33.9,31.5, 28.1, 23.7, 20.6, 19.1, 16.3, 12.2, 6.3, 6.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Cyclopropanesulfonamide, its application will become more common.

Reference:
Patent; NZP UK LIMITED; WEYMOUTH-WILSON, Alexander Charles; KOMSTA, Zofia; WALLIS, Laura; EVANS, Timothy; (139 pag.)WO2017/199036; (2017); 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

Electric Literature of 640-61-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 640-61-9, name is N,4-Dimethylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a resealable Schlenk tube was added Fe3O4SiO2-P-AuOTf (66 mg, 0.025 mmol). The reaction tubewas evacuated and back-filled with argon and this evacuation/back-fillprocedure was repeated one additional time. Alkynylcyclopropane(0.5 mmol), sulfonamide (0.6 mmol) and DCE (5 mL) were then addedunder a stream of argon. The reaction tube was quickly sealed and thecontents were stirred while heating in an oil bath at 100 C for 24 h. After thereaction mixture was cooled to room temperature, the supported goldcatalyst was magnetically separated and the reaction mixture wasconcentrated under vacuum and then purified by flash chromatography(petroleum ether/ethyl acetate = 7:1) to afford the corresponding product.The recovered gold catalyst was washed with DCE (2 2 mL), air-dried andused directly for the next run.

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

Reference:
Article; Yi, Feiyan; Huang, Bin; Nie, Quan; Cai, Mingzhong; Tetrahedron Letters; vol. 57; 39; (2016); p. 4405 – 4410;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13304-62-6, name is N-Benzylacrylamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 13304-62-6

A mixture of 11-iodo-7,12-dihydropyrido[2?,3?:2,3]azepino[4,5-b]indol-6(5H)-one (11 b, 200mg, 0.530mmol), N-benzylacrylamide (95mg, 0.59mmol), triethylamine (101mg, 1.00mmol, 0.14mL), and Pd(OAc)2 (7mg, 0.03mmol) in DMF (3 mL) was heated for 40 min to 100 C in a sealed microwave reaction vial by means of a mono mode microwave device (100 W, 150 PSI, CEM Discover, CEM GmbH, Kamp-Lintfort, Germany). After cooling to room temperature the mixture was filtered through a charcoal frit. Upon addition of ethyl acetate (220 mL) to the filtrate a precipitate formed, which was filtered off and was washed on the frit with n-hexane (320 mL). In the combined washing layers more precipitate formed, which was also filtered off. The combined precipitates were crystallized from ethanol to yield a brown solid (49.0 mg, 22.7%); dec. starting at 226 C; IR (KBr): 3423 (NH), 2918 (CH aliphat.), 1655 (C=O), 1441, 1350 cm-1; 1H NMR (400 MHz, DMSO-d6): delta = 11.95 (s, 1H), 10.38 (s, 1H), 8.64 (t, 1H, 3JH,H = 6.0 Hz), 8.44 (dd, 1H, 3JH,H = 4.7 Hz, 4JH,H = 1.7 Hz), 8.36 (dd, 1H, 3JH,H = 7.9Hz, 4JH,H = 1.8 Hz), 8.23 (d, 1H, 3JH,H = 15.5 Hz), 7.95 (s, 1H), 7.75 (dd, 1H, 3JH,H= 7.8 Hz, 4JH,H = 0.9 Hz), 7.59 – 7.45 (m, 1H), 7.44 – 7.30 (m, 4H), 7.32 – 7.20 (m, 1H), 7.22 – 7.09 (m, 1H), 6.86 (d, 1H, 3JH,H = 15.6 Hz), 4.46 (d, 2H, 3JH,H = 5.9Hz), 3.63 (s, 2H); 13C NMR (100.6 MHz, DMSO-d6): delta = 171.4, 165.2, 162.3, 147.7, 139.4, 136.6, 131.2, 127.4, 117.6, 108.4 (quat C); 147.6, 136.3, 134.5, 128.3 (2C), 127.4 (2C), 126.8, 122.1, 119.5, 119.5, 119.3, 119.0 (tert C); 42.3, 35.7 (sec C); C25H20N4O2 (408.45); MS (EI): m/z = 408 ([M]+, 95), 301 (52), 274 ([C17H12N3O]+, 21), 259 (100); HRMS (EI): m/z ([M]+) calcd. 408.15808, found 408.15883; HPLC: 96.8% at 254 nm, 97.1% at 280 nm, tN = 6.4 min, tM = 1.09 min (ACN/H2O; 40:60), max = 269, 338 nm.

According to the analysis of related databases, 13304-62-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Maiwald, Franziska; Benitez, Diego; Charquero, Diego; Dar, Mahin Abad; Erdmann, Hanna; Preu, Lutz; Koch, Oliver; Hoelscher, Christoph; Loaec, Nadege; Meijer, Laurent; Comini, Marcelo A.; Kunick, Conrad; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 274 – 283;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 207405-68-3, name is tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate, molecular formula is C12H22N2O2, 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. Formula: C12H22N2O2

step 2-A mixture of 68b (2 mmol) and 80 (2 mmol) in n-BuOH was heated in a sealed tube at 160 C. for 6 h. When no starting material was detected by TLC, the reaction was cooled to RT and concentrated in vacuo. The crude product 82a was used 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 207405-68-3, its application will become more common.

Reference:
Patent; Roche Palo Alto LLC; US2008/146595; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 811442-84-9, name is tert-Butyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate

200 mg (0.594 mmol) of tert-butyl (14-amino-3,6,9,12-tetraoxatetradec-1-yl)carbamate, 111 mg (0.713 mmol) of (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid and 410 mul (2.4 mmol) of N,N-diisopropylethylamine were dissolved in 6 ml of dimethylformamide, and 339 mg (0.892 mmol) of HATU were added. The reaction mixture was stirred at RT for 1 h and purified directly by preparative RP-HPLC (column: Reprosil 250¡Á30; 10mu, flow rate: 50 ml/min, MeCN/water, 0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 130 mg (43% of theory) of tert-butyl [17-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-16-oxo-3,6,9,12-tetraoxa-15-azaheptadec-1-yl]carbamate. LC-MS (Method 1): Rt=0.71 min; MS (ESIpos): m/z=474 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 811442-84-9.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics