Author: Jessica.F

Reference of 198211-38-0, 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. 198211-38-0, name is tert-Butyl 3-azabicyclo[3.1.0]hexan-6-ylcarbamate, This compound has unique chemical properties. The synthetic route is as follows.

Example 3; Synthesis of 6-amino-3-azabicyclo[3.1.0]hexane-3-N-(4-fluorophenyl)carboxamide (pTSA salt)Step a: Synthesis of tert-butyl (3-{[(4-fluorophenyl)amino]carbonyl}-3-azabicyclo[3.1.0]hex-6-yl)carbamateTo a solution of tert-butyl 3-azabicyclo[3.1.0]hex-6-ylcarbamate (0.500 g, 2.50 mmol) in dichloromethane (10.0 mL) at 0 C., was added dropwise a solution of 4-fluorophenyl isocyanate (0.34 mL, 3.0 mmol) in dichloromethane (5.0 mL) and stirred at 0 C. for about 3 hours. The reaction mixture was partitioned between water (10.0 mL) and dichloromethane (20.0 mL). The organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to yield the title product, which was used directly in the next step.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 3-azabicyclo[3.1.0]hexan-6-ylcarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sattigeri, Jitendra A.; Andappan, Murugaiah M.S.; Kishore, Kaushal; Sethi, Sachin; Kandalkar, Sachin Ramesh; Pal, Chanchal Kumar; Mahajan, Dipak C.; Ahmed, Shahadat; Parkale, Santhosh Sadashiv; Srinivasan, T.; Sharma, Lalima; Bansal, Vinay S.; Chugh, Anita; Davis, Joseph Alexanand; US2008/300251; (2008); A1;,
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Related Products of 2895-21-8, 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. 2895-21-8, name is N-Isopropyl-2-chloroacetamide, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 7-iodo-3-[3-(methyloxy)phenyl]pyrrolo[1 ,2-a]pyrazin-1 (2H)-one (370 mg, P2) in dry DMF (10 ml_), NaH (42.4 mg, 60% w/w) was added at 0 0C under nitrogen atmosphere. The mixture was stirred for 30 min at room temperature, that it was cooled down to 0 0C and NaI (227 mg) and 2-chloro-N-(1-methylethyl)acetamide (144 mg) were added and the mixture was stirred at 65 0C over night. Chilly water was added to the reaction mixture and the product was extracted with AcOEt. The organic phase was washed with brine, dried over Na2SO4 and the solvent was evaporated under vacuum. The crude was purified by flash column chromatography on silica gel (eluent AcOEt:Cy with a gradient from 20% to 50% of AcOEt) to give the title compound (215 mg).MS (m/z): 466 [MH]+

The chemical industry reduces the impact on the environment during synthesis N-Isopropyl-2-chloroacetamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/130231; (2009); A1;,
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Some common heterocyclic compound, 27466-83-7, name is 4-Bromo-N-methylbenzamide, molecular formula is C8H8BrNO, 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. Computed Properties of C8H8BrNO

General procedure: N-Propylbenzamide (A1) (40.8 mg, 0.25 mmol, 1.0 equiv), Oxone(307.8 mg, 0.50 mmol, 2.0 equiv), KBr (8.9 mg, 0.075 mmol, 0.3equiv), H2O (198.2 mg, 44 equiv, 0.2 mL) and CH2Cl2 (1.5 mL) wereadded to a 15 mL sealed tube containing a magnetic stir bar. The reaction mixture was stirred at room temperature for 7 hours under irradiation with an 8 W white LED. After completion of the reaction, saturated Na2SO3 (5.0 mL) was added and the mixture was extracted with CH2Cl2 (3 ¡Á 10 mL). The combined organics were washed with brine(10 mL), dried over Mg2SO4, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (EtOAc/PE,1:6) to afford N-propionylbenzamide (B1). 3b White solid; yield: 37.7 mg (85%); mp 93-94 C (Lit. 3b 93-94 C).1 H NMR (400 MHz, CDCl 3 ): delta = 8.54 (br s, 1 H), 7.84 (d, J = 7.2 Hz, 2 H),7.61 (t, J = 7.6 Hz, 1 H), 7.51 (t, J = 8.0 Hz, 2 H), 3.04 (q, J = 7.2 Hz, 2 H),1.23 (t, J = 7.6 Hz, 3 H).13 C NMR (100 MHz, CDCl 3 ): delta = 177.8, 166.0, 133.3, 133.0, 129.1,128.0, 31.5, 8.4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 27466-83-7, its application will become more common.

Reference:
Article; Mei, Chong; Hu, Yixin; Lu, Wenjun; Synthesis; vol. 50; 15; (2018); p. 2999 – 3005;,
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Synthetic Route of 185693-02-1, 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. 185693-02-1, name is tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Example 13: Synthesis of 7-(furan-3-ylcarbonyl)-2,7-diazabicyclo[3.3.0]octane; The following procedures are exemplary of those used to produce various 7- (heteroarylcarbonyl)-2,7-diazabicyclo[3.3.0]octanes. To a solution of furan-3-carboxylic acid (0.084 g, 0.75 mmol) in anhydrous THF (5 ml.) was added HBTU (0.28 g, 0.75 mmol), followed by triethylamine (0.2 g, 2 mmol). After stirring at ambient temperature for 10 min, the mixture was treated with a solution of tert- butyl 2,7-diazabicyclo[3.3.0]octane-2-carboxylate (commercially available) (0.106 g, 0.500 mmol) in THF (2 ml_). The reaction mixture was stirred for 16 h at ambient temperature. The solvent was removed by rotary evaporation, and the residue was partitioned between ethyl acetate (5 ml.) and saturated sodium bicarbonate (2 ml_). The organic layer was concentrated, and the residue was purified by reverse phase HPLC to give tert-butyl 7- (furan-3-ylcarbonyl)-2,7-diazabicyclo[3.3.0]octane-2-carboxylate. This was dissolved in 1 :1 mixture of trifluoroacetic acid and dichloromethane (1 mL) and the mixture was shaken at ambient temperature for 1 h. The volatiles were removed under reduced pressure, and the residue was dried overnight at high vacuum, to give 0.050 g of 7-(furan-3-ylcarbonyl)-2,7- diazabicyclo[3.3.0]octane as a syrup (0.050 g, 32% yield).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TARGACEPT, INC.; WO2008/112734; (2008); A1;,
Amide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 67341-01-9, name is tert-Butyl (2-hydroxy-1-phenylethyl)carbamate, 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 67341-01-9, Recommanded Product: 67341-01-9

Synthesis of S3, a compound of formula I: Weigh 1.0 g, 1.0 equiv. of the compound of formula X in the reactor, based on the compound of formula X,1.2equiv. of the compound of formula IV is added to the reactor, 1.5 equiv. of triphenylphosphine, at room temperature, and the DIAD of 2.5equiv. is added to the reactor. After stirring the reaction for 5.0 h at room temperature, the reaction solution was concentrated to dryness. Concentrated residue in ethyl acetate and distribute in 1.0N aqueous hydrochloric acid, separate the organic phase, after washing the organic phase with a saturated aqueous solution of sodium hydrogencarbonate and brine, the organic phase was dried over sodium sulfate and concentrated. The concentrate is separated by column chromatography to give a compound of formula I in a yield of 80%.

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, tert-Butyl (2-hydroxy-1-phenylethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Anhui Huasheng Pharmaceutical Technology Co., Ltd.; Hu Zhigang; Xu Liangzhi; He Darong; Du Xiaopeng; Qian Zhujin; He Yong; Chen Yuelei; (14 pag.)CN109761913; (2019); A;,
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Some common heterocyclic compound, 25900-61-2, name is 3-Amino-N-methylbenzamide, molecular formula is C8H10N2O, 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. Product Details of 25900-61-2

Example 69 Preparation of 1-(3-Methylcarbamoylphenyl)-3-phenylurea(Compound No. 182 in Table 2) Phenylisocyanate (209 mg) and 3-aminobenzoylmethylamide (239 mg) were dissolved in dimethylformamide (2 ml). After starring for 6 hours at room temperature, dilute hydrochloric acid (15 ml) was added. The obtained crystals were filtered and washed with water to obtain crude crystals. The crude crystals were dried under reduced pressure and added to ethyl acetate (8 ml), and the mixture was heated under reflux for 10 minutes. The mixture was cooled to room temperature, and the crystals were collected by filtration and washed with ethyl acetate to obtain the desired compound (386 mg, yield 90%). Melting Point: 209-210 C.; IR(KBr, cm-1): 3328, 3279, 1699, 1626, 1557; NMR(DMSO-d6, delta): 2.75(d, J=4.1 Hz, 3H), 6.95(dd, J-7.3 Hz, 7.3 Hz, 1H), 7.20-7.45(m, 6H), 7.57(d, J=7.7 Hz, 1H), 7.86(s, 1H), 8.37(d, J=4.1 Hz, 1H), 8.67(s, 1H), 8.79(s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25900-61-2, its application will become more common.

Reference:
Patent; Mitsubishi Chemical Corporation; US6444849; (2002); B1;,
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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. 185619-66-3, name is tert-Butyl (3-ethynylphenyl)carbamate, A new synthetic method of this compound is introduced below., Formula: C13H15NO2

Step b) [3-(4-Difluoromethoxy-phenylethynyl)-phenyl]-carbamic acid tert-butyl ester A mixture of (3-ethynyl-phenyl)-carbamic acid tert-butyl ester (14.7 g, 67.7 mmol), 1-difluoromethoxy-4-iodo-benzene (18.2 g, 67.7 mmol), NEt3 (47 mL, 338 mmol), acetonitrile (225 mL), CuI (1.29 g, 6.77 mmol), and Pd(PPh3)2Cl2 (2.85 g, 4.05 mmol) was heated to 60 C. for 1 h. The reaction was diluted with EtOAc/Hex (1:10) and then passed through a pad of silica gel and concentrated and purified with chromatography using hexanes/ethyl acetate (10:1) as the eluding solvents gave the title compound (24.3 g, 100%), characterized by NMR and mass spectral analyses.

The synthetic route of 185619-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; US2009/48320; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, 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 107017-73-2, category: amides-buliding-blocks

Example 117A tert-butyl 1-(bromomethyl)cyclopropylcarbamate A mixture of tert-butyl 1-(hydroxymethyl)cyclopropylcarbamate (CASNo.107017-73-2; 5 g, 26.7 mmol), triphenylphosphine (9.5 g, 36.2 mmol), and carbon tetrabromide (11.9 g, 35.9 mmol) in ether (120 mL) was stirred at room temperature for 24 hours. After this time, the mixture was filtered, and the filtrate was concentrated in vacuo. The residue was chromatographed on silica gel (0 to 10% ethyl acetate-CH2Cl2, eluant) to afford the titled compound as a white solid, 3.594 g (54%). 1H NMR (300 MHz, CDCl3) delta ppm 5.11 (br, 1H), 3.58 (s, 2H), 1.45 (s, 9H), 1.07 (m, 2H), 0.91 (m, 2H); MS (DC) m/z 250/252 (M+H+; 79Br/81Br).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AbbVie Inc.; Altenbach, Robert J.; Liu, Huaqing; Clapham, Bruce; Aguirre, Ana L.; Cowart, Marlon; Koenig, John R.; Sarris, Kathy; Scanio, Marc J.; Swinger, Kerren K.; Vasudevan, Anil; Villamil, Clara I.; Woller, Kevin R.; (95 pag.)US9777020; (2017); B2;,
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Related Products of 120-66-1, A common heterocyclic compound, 120-66-1, name is N-(o-Tolyl)acetamide, molecular formula is C9H11NO, 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.

A solution of phosphoryl trichloride (62.4 ml_, 700.0 mmol) in N,N- dimethylformamide (19.2 ml_, 250.0 mmol) was cooled to 0 0C and stirred for 30 min under nitrogen. To this solution N-O-tolylacetamide (14.9 g, 100.0 mmol) was added at 20 0C and the resulted mixture was stirred for 30 min under nitrogen. The temperature of the reaction mixture was slowly raised to 80 0C and stirred for 20 h under nitrogen. Yellow solid precipitated out upon slow addition of crushed ice (300 g) to the reaction mixture. The resulting solid was filtered, washed with water and dried under high vacuum at 60 0C to afford 2-chloro-8-methylquinoline-3-carbaldehyde (7.61 g, 37%) as a yellow solid: 1H NMR (300 MHz, DMSO-d6) delta 10.36 (s, 1 H), 8.92 (s, 1 H), 8.08 (d, J = 8.1 Hz, 1 H), 7.82 (d, J = 6.9 Hz, 1 H), 7.61 (t, J = 7.6 Hz, 1 H), 2.65 (s, 3H).

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; XENON PHARMACEUTICALS INC.; WO2008/113006; (2008); A1;,
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Amide – an overview | ScienceDirect Topics

Electric Literature of 137618-48-5, 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. 137618-48-5, name is tert-Butyl (2,3-dihydroxypropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1-[(tert-butyloxycarbonyl)amino]propane-2,3-diol (example 17a) (3.88 g, 20 mmol) was dissolved in toluene (250 ml). Imidazole (1.73 g, 25 mmol), triphenylphosphine (6.65 g, 25 mmol) and iodine (5.15 g, 20 mmol) were then added in that order. The reaction medium was stirred at room temperature for 17 hours and 0.5 equivalents of imidazole, triphenylphosphine and iodine were added. After 21 hours of reaction, a saturated sodium sulfite solution was added until complete blanching of the reaction medium. The phases were allowed to settle and the aqueous phase was extracted twice with toluene. The combined organic phases were washed with saturated sodium chloride solution, dried on magnesium sulfate, filtered and the solvent evaporated. The residue obtained (11.02 g) was purified by chromatography on silica gel (eluent: dichloromethane/ethyl acetate 95:5) to give the desired compound as a yellow paste which was promptly used in the next reaction. Yield: 41% Rf (dichloromethane/methanol 98:2): 0.24 IR: nuNH amide 3387 cm-1; nuCO carbamate 1678 cm-1

The synthetic route of tert-Butyl (2,3-dihydroxypropyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Darteil, Raphael; Caumont-Bertrand, Karine; Najib, Jamila; US2006/69156; (2006); A1;,
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Amide – an overview | ScienceDirect Topics