Tag: M.W=100-200

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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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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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;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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;,
Amide – Wikipedia,
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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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Application of 630-22-8, These common heterocyclic compound, 630-22-8, name is 2,2-Dimethylpropanethioamide, 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.

Intermediate 38: 2-Propen-1-yl {5-[5-(2-chloro-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate; To a solution of 2-propen-1-yl {5-[(2-chloro-4-pyrimidinyl)acetyl]-2-fluorophenyl}carbamate (35 g, 100.3 mmol in DMA, 500 mL), NBS (17.8 g, 100.3 mmol) was added. The reaction mixture was stirred at rt for 1 h. Then 2,2-dimethylpropanethioamide (13 g, 111 mmol) was added at 0 C. The mixture was stirred at 80 C. for 2 h. The mixture was poured into water and extracted with EtOAc (1 L¡Á3). The combined organic layers were washed with water and brine successively, dried over Na2SO4, filtered and concentrated under reduced pressure to give the crude product, which was purified by column chromatography on silica gel (DCM:petroleum ether 2:1) to afford the title compound (36 g, 80.5% yield). 1H NMR (400 MHz, CDCl3) delta ppm 8.24-8.31 (m, 2H), 7.09-7.18 (m, 2H), 7.01 (d, J=5.5 Hz, 1H), 6.92-6.98 (br, 1H), 5.87-5.97 (m, 1H), 5.31-5.37 (m, 1H), 5.24-5.28 (m, 1H), 4.61-4.65 (m, 2H), 1.46 (s, 9H).

The synthetic route of 630-22-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Adams, Jerry Leroy; Dickerson, Scott Howard; Johnson, Neil W.; Kuntz, Kevin; Petrov, Kimberly; Ralph, Jeffrey M.; Rheault, Tara Renae; Schaaf, Gregory; Stellwagen, John; Tian, Xinrong; Uehling, David Edward; Waterson, Alex Gregory; Wilson, Brian; US2009/298815; (2009); A1;,
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Application of 121492-06-6, 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. 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a cooled (0 C) solution of NMethylNbocethylendiamine (05 mL, 279 mmol) and NaCNBH3 (140 mg, 223 mmol) in MeOH (10 mL) and acetic acid (05 mL) was added a solution of 2,4,6trimethoxyhenzaldehyde (0 547 mg 279 mmol) in EtOH (10 mL). The mixture was stirrcd at RI for 2 h, acidificd with 2 M HCI (1 mL) and neutralized withsaturated aqueous Na2CO3 (50 mL). Evaporation of all volatiles, DCM extraction of the resulting aqueous slurry and concentration of the organic fractions yielded N MethylNbocN? tmobethy1endiamine (5a) as a crude oil which was purified by RPHPLC.Yield 593 ing (L52 mmol)MS. rn z 377 35 [M+Na], (calculated = 377 14).

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, N-Boc-(2-Aminoethyl)-N-methylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASCENDIS PHARMA RELAXIN DIVISION A/S; SPROG?E, Kennett; CLEEMANN, Felix; RAU, Harald; HASSEPASS, Nicole; WEGGE, Thomas; ZETTLER, Joachim; BERNHARD, Ana; WO2015/67791; (2015); A1;,
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Amide – an overview | ScienceDirect Topics

Electric Literature of 711007-44-2, These common heterocyclic compound, 711007-44-2, name is 2,3-Diaminobenzamide, 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.

Step-4: To a solution of 2-((benzyloxy)carbonyl)-3-methyl-l,2,3,4- tetrahydroisoquinoline-3-carboxylic acid (620 mg, 1.91 mmol) in anhydrous DMF (5 ml) was added EDCHCl (1.098 mg, 5.73 mmol), HOAt (390 mg, 2.87 mmol) and triethylamine (0.4 ml, 2.87 mmol) at RT and the mixture was stirred for 10 min. To this reaction mixture, 2,3- diaminobenzamide (346 mg, 2.29 mmol) was added and heated to 550C for 3 days. The reaction mixture was poured into ice cold water and stirred for 30 min. The precipitate formed was filtered and dried under vacuum and purified by preparative TLC using ethyl acetate as eluent to afford benzyl 3-((2-amino-3-carbamoylphenyl)carbamoyl)-3-methyl-3,4-dihydroisoquinoline- 2(lH)-carboxylate. MS (ES+): m/z 481.2 [M+ Na]+

The synthetic route of 711007-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANGION BIOMEDICA CORP.; PANICKER, Bijoy; LIM, Dong, Sung; SMITH, David, E.; WO2011/2520; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 2895-21-8, A common heterocyclic compound, 2895-21-8, name is N-Isopropyl-2-chloroacetamide, molecular formula is C5H10ClNO, 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 1d (18 mg, 0.08 mmol) was dissolved in 1.5 mL of DMF,Potassium carbonate (22.2 mg, 0.16 mmol) was added,80 reaction 30min,Compound 3a (13.1 mg, 0.10 mmol) was added,80 C overnight.After the reaction is over,Cool to room temperature.Add appropriate amount of water,Ethyl acetate was extracted three times,The organic phases were combined and washed with saturated brine,Dried over anhydrous magnesium sulfate,The crude product was distilled under reduced pressure.Separation and purification by column chromatography,25.0 mg of a white solid.Yield: 96.2%

The synthetic route of 2895-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Chen, Jianzhong; Xie, Xin; Qian, Haiyan; Chen, Lili; Wang, Zhilong; (42 pag.)CN106167497; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 67442-07-3, The chemical industry reduces the impact on the environment during synthesis 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, I believe this compound will play a more active role in future production and life.

To a solution of trimethylsulfonium iodide (41.51 g, 203.9 mmol) in THF (335.3 mL)at -30 ¡ãC was added lithium bis(trimethylsilyl)amide (1M in heptane, 203.9 mL, 203.9mmol) portionwise over 45 mills. After stirring for 30 mins, 3,3,3-trifluoro-1,2- epoxypropane (14 g, 124.9 mmol) was added at -20 ¡ãC over 15 mill, and the mixture was allowed to warm to RT and stirred for 3 h and 10 mm. The slurry was then added portionwise to an ice-cold solution of 2-chloro-N-methoxy-N-methylacetamide (28.05g, 203.9 mmol) in NMP (75.7 mL). The resulting mixture was allowed to warm to RT and stirred for 1 day before dilution with EtOAc. The organic layer was washed with NaHCO3 (sat. aq. sol.) and the washings extracted with EtOAc. The organic layers were combined, dried (MgSO4) and evaporated. The residue was purified by column chromatography (silica gel; n-heptane/EtOAc 100/0 to 70/30) to yield 1-1 (13.8 g,49percent).

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-Chloro-N-methoxy-N-methylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; (134 pag.)WO2018/83247; (2018); A1;,
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