Amides-buliding-blocks

Reference of 456-64-4, 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. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a-78 C solution of Preparation 30 (7.0 g, 19.1 mmol) in THF (80 mL) add potassium hexamethyldisilane (KHMDS) (53 mL, 0.5 M solution in toluene, 26.7 mmol) over 5 min. Add hexamethylphosphoramide (HMPA) (4.64 mL, 26.7 mmol) quickly, and stir the solution at-78 C for 25 min. Add a solution of N-phenyl triflamide (11.5 g, 32.2 mmol) in THF (15 mL + rinse) via syringe. Maintain the resulting solution at-78 C for 2 h, then pour the reaction contents into 1/2 SATD. NAHCO3 AND extract with ET20 (150 ML) and EtOAc (2 x 75 mL). Wash the combined organic extracts with H2O (2 x 100 mL) and brine (100 mL), dry over NA2SO4, and concentrate. Purification of the crude product by MPLC (0 to 12 to 25% EtOAc/hexanes) affords Preparation 31 (6.25 g, 66%) as an OFF-WHITE SOLID. H NMR (CDC13) 8 7.25-7. 43 (m, 5 H), 6. 84 (d, J = 8.8 Hz, 1 H), 6. 80 (dd, J = 8.8, 2.8 Hz, 1 H), 6.72 (d, J = 2. 8 Hz, 1 H), 5.02 (s, 2 H), 4.04 (m, 4 H), 3. 82 (dd, J = 4.4, 12. 8 Hz, 1 H), 2.66 (dq, J = 14.0, 2.4 Hz, 1 H), 2.21 (m, 2 H), 1.91 (m, 1 H), 1. 80 (t, J = 12.8 Hz, 1 H), 1.64 (TD, J = 12.8, 4.4 Hz, 1 H).

The synthetic route of 1,1,1-Trifluoro-N-phenylmethanesulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/94400; (2004); A2;,
Amide – Wikipedia,
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Reference of 227940-71-8, 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 227940-71-8 as follows.

Example 8: Synthesis of 3,7-diazabicyclo[3.3.1]nonane-3-carboxyIic acid tert-butyl esterExample 8 relates to the synthesis of 3,7-diazabicyclo[3.3.1]nonane-3- carboxylic acid tert-butyl ester (or N-(tert-butoxycarbonyl)-3,7- diazabicyclo[3.3.1]nonane), which was prepared according to the following techniques:7-Benzyl-3,7-diazabicyclo [3.3.1 ] nonane-3-carboxylic acid tert-butyl ester (or N-benzyl-N’-(tert-butoxycarbonyI)-3,7- diazabicyclo[3.3.1]nonane); 7-Benzyl-3,7-diazabicyclo [3.3.1] nonane-3-carboxylic acid tert-butyl ester was prepared according to procedures set forth by Stead et al. in Org. Lett. 7(20): 4459 (2005).3,7-Diazabicyclo[3.3.1]-3-carboxyIic acid tert-butyl ester 7-Benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester(0.49 g, 1.6 mmol) was dissolved in methanol (20 mL) and 20% Pd(OH)2/C (wet) (~ 2 g) was added under a nitrogen atmosphere. This mixture was warmed to about 5O0C and shaken for 2 h under 55 psi of hydrogen. The resulting mixture was EPO filtered and concentrated to give 0.32 g (94% yield) of the title compound (MS m/z 227 (M+H)).

According to the analysis of related databases, 227940-71-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TARGACEPT, INC.; WO2008/57938; (2008); 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 96-30-0 as follows. Quality Control of 2-Chloro-N-methylacetamide

Ethyl 1-((6-hydroxyquinolin-4-yl)thio)cyclobutanecarboxylate 5a (50 mg, 0.17 mmol), 2-chloro-N-methylacetamide (50 mg, 0.17 mmol) and potassium carbonate (35 mg, 0.25 mmol) were added to 4 mL of N,N-dimethylformamide, successively. Upon completion of the addition, the reaction solution was heated to 60 C. and stirred for 3 hours, followed by addition of 20 mL of water, and extraction with ethyl acetate (30 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain the title compound ethyl 1-((6-(2-(methylamino)-2-oxoethoxy)quinolin-4-yl)thio)cyclobutanecarboxylate 14a (40 mg, a brown oil), yield: 65%. MS m/z (ESI): 373.3 [M-1]

According to the analysis of related databases, 96-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co., Lt.d; PENG, Jianbiao; SUN, Piaoyang; LAN, Jiong; GU, Chunyan; LI, Xiaotao; LIU, Bonian; HAN, Chunzhou; HU, Qiyue; JIN, Fangfang; DONG, Qing; CAO, Guoqing; (57 pag.)US2016/108035; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 711007-44-2, name is 2,3-Diaminobenzamide, 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 711007-44-2, Quality Control of 2,3-Diaminobenzamide

To a 100 ml three-neck flask was added 2,3-diaminobenzamide (3.2 g, 20 mmol), compound A (3.85 g, 22 mmol), sulfur powder (3.2 g, 100 mmol) was added, and stirred at 170 C. After 6 h, after cooling, 60 ml of methylene chloride was added and dissolved. The silicon gel was mixed and concentrated on a silica gel column. Chromatography on a silica gel column gave the desired product (C1) in a yield of 1.28 g (yield: 20%).

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, 2,3-Diaminobenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong University Qilu Hospital; Tan Bingxu; (9 pag.)CN107556288; (2018); A;,
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Application of 1015-89-0, These common heterocyclic compound, 1015-89-0, name is Phenanthridin-6(5H)-one, 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.

Phenanthridin-6(5H)-one (1; 0.100 g, 0.492 mmol) was placed in aSchlenk flask under argon. POCl3 (3.29 g, 2 mL, 21.4 mmol, 43 equiv)was added, and the mixture was stirred at 100 C for 24 h. The mixturewas cooled, poured onto ice, and stirred for 15 min. The solidthat formed was collected by filtration, washed thoroughly with H2O,and dried in vacuum to give a light-brown solid; yield: 95.5 mg (87%);Rf = 0.65 (hexane-EtOAc, 5:1; detection: UV).IR (KBr): 3103, 3072, 3039, 1613, 1574, 757 cm-1.1H NMR (600 MHz, acetone-d6): delta = 7.69 (ddd, J = 8.2, 7.0, 1.4 Hz, 1 H,H-12), 7.75 (ddd, J = 8.2, 7.0, 1.5 Hz, 1 H, H-13), 7.77 (ddd, J = 8.2, 7.0,1.2 Hz, 1 H, H-4), 7.91 (ddd, J = 8.3, 7.0, 1.3 Hz, 1 H, H-5), 8.10 (ddd,J = 8.2, 1.4, 0.6 Hz, 1 H, H-14), 8.48 (ddd, J = 8.2, 1.3, 0.6 Hz, 1 H, H-3),8.54 (ddt, J = 8.3, 1.5, 0.6 Hz, 1 H, H-11), 8.62 (ddt, J = 8.3, 1.2, 0.3 Hz, 1H, H-6).13C NMR (151 MHz, acetone-d6): delta = 151.45 (C-2), 143.31 (C-8),134.51 (C-10), 131.77 (C-5), 129.36 (C-13), 129.32 (C-14), 128.25 (C-4), 127.74 (C-3), 127.49 (C-12), 124.90 (C-9), 124.03 (C-7), 122.28 (C-6), 122.21 (C-11). MS (ESI): m/z (%) = 214.1 [M + H]+ (100).HRMS (ESI): m/z [M + H]+ calcd for C13H9ClN: 214.0148; found:214.0149.

Statistics shows that Phenanthridin-6(5H)-one is playing an increasingly important role. we look forward to future research findings about 1015-89-0.

Reference:
Article; Sonawane, Manoj R.; Vavra, Jan; ?aman, David; Cisa?ova, Ivana; Teply, Filip; Synthesis; vol. 47; 22; (2015); p. 3479 – 3488;,
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Synthetic Route of 38267-76-4, A common heterocyclic compound, 38267-76-4, name is tert-Butyl ethylcarbamate, molecular formula is C7H15NO2, 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.

Ethylamine hydrochloride (2.81 g, 34.5 mmol) and triethylamine (14.4 mL, 103 mmol) were dissolved in CH2Cl2 (100 mL), and cooled on ice. A solution of di-t-butyl dicarbonate (7.69 g, 35.2 mmol) in CH2Cl2 (15 mL) was added, and stirred at room temperature for 14.5 h. The mixture was diluted with CH2Cl2, washed twice with 5% aqueous HCl solution, once with saturated aqueous NaHCO3 solution,dried over anhydrous magnesium sulfate, and evaporated to give crude t-butyl ethylcarbamate (4.36 g, 87%). Crude t-butyl ethylcarbamate (3.77 g, 26.0 mmol) and allyl bromide (4.5 mL, 52.0 mmol) were dissolved in DMF (87 mL), and cooled on ice. NaH (60% in oil, 2.23 g, 55.8 mmol) was added, and stirred at room temperature for 4.5 h. After cooled on ice, the reaction was quenched by adding water. The mixture was diluted with Et2O, washed with 5% aqueous Na2S2O3 solution and saturated aqueousNaHCO3 solution, dried over anhydrous magnesium sulfate, and evaporated. Purification by column chromatography (n-hexane : EtOAc = 30 : 1 v /v), and distillation (3.0 kPa, 89 C) gave 42d (1.73 g, 36%) as colorless liquid. 1HNMR (400 MHz, CDCl3) delta 1.08 (t, J = 7.2 Hz, 3H), 1.46 (s, 9H), 3.05 (br, 2H), 3.70~3.90 (br, 2H). 13CNMR (100 MHz, CDCl3) delta 13.45, 28.43, 49.06, 79.22, 115.92, 155.37. IR (neat) 2976, 1698 cm-1.

The synthetic route of 38267-76-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Honzawa, Shinobu; Uchida, Mitsuaki; Tashiro, Takuya; Sugihara, Takumichi; Heterocycles; vol. 95; 2; (2017); p. 994 – 1029;,
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Related Products of 1172623-95-8,Some common heterocyclic compound, 1172623-95-8, name is tert-Butyl (1-(methoxy(methyl)amino)-1-oxopent-4-yn-2-yl)carbamate, molecular formula is C12H20N2O4, 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.

Under N2 protection, 2,5-difluorobromobenzene (15.05 g, 78 mmol) was dissolved in dry toluene (50 ml), cooledto -10C or lower in an ice salt bath, and a solution of isopropyl magnesium chloride/lithium chloride in tetrahydrofuran(66 ml, 1.3 mol/l) was added dropwise, followed by stirring at about -10C for 1 hour. 1D (10 g, 39 mmol) was dissolvedin dry tetrahydrofuran (100 ml), and added dropwise to the reaction solution while the temperature was maintained at-10C. When the addition was complete, the reaction was allowed to proceed at room temperature for 4 hours. Thetemperature was lowered to about -10C, and a saturated ammonium chloride solution (40 ml) was added dropwise,followed by stirring for 10 min. The pH was adjusted to 5 to 6 with a 3 mol/l hydrochloric acid solution, to allow settlingand partitioning. The aqueous phase was extracted with methyl t-butyl ether (50 ml32). The organic phases werecombined, washed with a saturated sodium chloride solution (30 ml32), dried by addition of anhydrous sodium sulfatethereto, filtered, concentrated, and separated by column chromatography (petroleum ether/ethyl acetate (v/v) = 50:1 to8:1), to obtain a light yellow solid 1E (10.1 g, yield 83.5%).MS m/z (ESI): 210.1 [M-99].

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 (1-(methoxy(methyl)amino)-1-oxopent-4-yn-2-yl)carbamate, its application will become more common.

Reference:
Patent; Sichuan Haisco Pharmaceutical Co., Ltd.; ZHANG, Chen; WANG, Jianmin; LI, Caihu; WEI, Yonggang; (64 pag.)EP3159344; (2017); A1;,
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Synthetic Route of 104060-23-3, A common heterocyclic compound, 104060-23-3, name is N-Boc-2-(4-Aminophenyl)ethanol, molecular formula is C13H19NO3, 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.

Compound 11A (2.5 g, 10.5 mmol, 1.00 equiv) was dissolved in 25 mL of DCM then cooled to -78C. A Dess-Martin Periodinane solution (DMP, 6.71 g, 15.8 mmol, 1.5 equiv) in DCM (10 mL) was added drop-wise. The cold bath was removed and agitation continued for 1 hour at ambient temperature. The reaction was neutralised with60 mL of a 50/50 mixture of sodium bicarbonate-saturated aqueous solution and Na2S2O3-saturated aqueous solution. The resulting solution was extracted 3 times with 30 mL of EtOAc. The organic phases were combined, washed twice with NaC1- saturated aqueous solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified on silica gel (EtOAc/PE1/15) to yield 1.0 g (40 %) of compound 11B in the form of a pale yellow solid.

The synthetic route of 104060-23-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174060; (2014); A1;,
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Electric Literature of 53250-82-1, 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. 53250-82-1, name is 4-(Methylsulfonamido)aniline belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Take a 250mL three-necked bottle, add 1.86g of p-methylsulfonylaminoaniline, 0.22g of palladium acetate and 1.00g of molecular sieve.2.04 g of methyl 2-oxopropanoate, 0.60 g of acetic acid and 100 mL of dimethyl sulfoxide were injected, followed by a 200 mL oxygen balloon, and stirred at 70 C for 18 hours.After the reaction was completed, 200 mL of ethyl acetate was added to dilute the reaction solution, and the filtered saline 100 mL was washed twice.The organic phase was separated and the aqueous phase was extracted 1time with ethyl acetate.Column chromatography yielded 2.15 g of pure methyl 5-methanesulfonylamino-1H-indole-2-carboxylate in a yield of 80%.

The synthetic route of 4-(Methylsulfonamido)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xiao Zhiyan; Ren Long; Tang Yanbo; Yang Ying; (27 pag.)CN109748840; (2019); A;,
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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. 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 85006-25-3

To a suspension of sodium hydride (60% in mineral oil, 10 mg, 0.250 mmol) in 0.5 mL of DMF , N,O-diBoc-hydroxylamine (55.6 mg, 0.230 mmol) was added. The mixture was stirred for 30′ at 0C then a solution of 3-[3′- Adamantan-1 -yl-4′-(2-bromo-ethoxy)-biphenyl-4-yl]-acrylic acid ferf-butyl ester (103 mg, 0.192 mmol) in 2 mL of DMF was slowly added. After having stirred at room temperature overnight, DMF was evaporated, the residue was poured into saturated solution of NH4CI and extracted with ethyl acetate. The organic phase was dried and evaporated. Purification by flash chromatography (Hexane/Ethyl acetate 90:10) gave 109 mg (81 %) of the desired compound as white solid; m.p. 165C, Rf(Hexane/Ethyl acetate 90:10) 0.26.1H-NMR (300 MHz, CDCI3) delta:7.61 (1 H, d, J = 16.1 Hz); 7.57.7.50 (4H, m); 7.47 (1 H, d, J = 2.21 Hz); 7.39 (1 H, dd, J = 8.46, 2.21 Hz); 6.93 (1 H, d, J = 8.46 Hz); 6.38 (1 H, d, J = 16.1 Hz); 4.27-4.17 (2H, m); 4.16-4.01 (2H, m); 2.22-2.02 (9H, m), 1 .86- 1 .70 (6H, m), 1 .54 (9H, s); 1 .52 (9H, s); 1.49 (9H, s).

The synthetic route of 85006-25-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEM S.CA.R.L.; PISANO, Claudio; DALLAVALLE, Sabrina; CINCINELLI, Raffaella; MERLINI, Lucio; (56 pag.)WO2018/60354; (2018); A1;,
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