Tag: M.W=100-200

Application of 108-82-7, 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. 108-82-7, name is 2,6-Dimethylheptan-4-ol, molecular formula is C9H20O, The 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.

General Procedure for Carbamate FormationThe desired alcohol (1.0 equiv.) was dissolved in DCM (0.3 M) in a flame-dried round- bottom flask under a nitrogen atmosphere at 00C. Pyridine (1.0 equiv.) was added followed by 2,2,2- trifluoroethylisocyanate solution (1.0 equiv., stored at -200C) added dropwise. The resulting solution was warmed to ambient temperature and stirred for two hours or until TLC showed complete consumption of the alcohol. The crude reaction was concentrated in vacuo. Flash chromatography (silica gel, DCM) provided the corresponding carbamate .; Compound 1 : Yield: 0.533 g, 97%Physical State: white solid mp: 42-43 0C Rf: 0.65 (silica gel, DCM)IR (film) Vmax: 3462, 3016, 2970, 2359, 1739, 1522, 1366, 1229, 1156 cm”11H mm (500 MHz, CDCl3) : delta 5.11-5.09 (m, 1 H) , 4.96- 4.93 (m, 1 H) , 3.79-3.74 (m, 2 H) , 1.62-1.58 (m, 2 H) , 1.48-1.46 (m, 2 H) , 1.29-1.25 (m, 2 H) , 0.90-0.88 (m, 12 H)13C NMR (125 MHz, CDCl3) : delta 156.4, 127.7-121.0 (q, J = 277 Hz) , 73.3, 44.3, 43.1-42.3 (q, J = 34 Hz) , 24.8, 23.2, 22.4HRMS (ESI) : calcd. for Ci2H22F3NO2Na [M + Na+] 292.1495, found 292.1498

According to the analysis of related databases, 108-82-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2009/137691; (2009); A2;,
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Synthetic Route of 261762-59-8 , The common heterocyclic compound, 261762-59-8, name is 2-Chloro-5-fluorobenzyl alcohol, molecular formula is C7H6ClFO, 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.

Conversion 4, step 4C; Preparation of 5-(2-chloro-5-fluoro-benzyloxy)-3-{4-(4-methyl-piperazin-1-yl)-2-[(tetrahydro-pyran-4-yl)-(2,2,2- trifluoro-acetylj-aminol-benzoylaminoj-indazole-i-carboxylic acid tert-butyl ester; Triphenylphosphine (146 mg, 0.557 mmol) in DCM (2 mL), cooled at 4C, in a nitrogen atmosphere was treated with neat diisopropyl azodicarboxylate (0.106 mL, 0.5208 mmol) while stirring. After 20 minutes the colourless solution was treated with 5-hydroxy-3-{4-(4-methyl-piperazin-1-yl)-2-[(tetrahydro-pyran-4-yl)-(2,2,2-trifluoro-acetyl)-amino]- benzoylamino}-indazole-1-carboxylic acid tert-butyl ester (82 mg, 0.5108 mmol) in DCM (2 mL). After 2 hours the crude was purified by flash chromatography over silica gel (DCM:EtOH:35% NH4OH 95:5:0.5) and 108 mg of title compound were obtained as a white solid in 59 % yield. ESI(+) MS: m/z 790 (MH+).

The synthetic route of 261762-59-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; MENICHINCHERI, Maria; BERTRAND, Jay, Aaron; MARCHIONNI, Chiara; NESI, Marcella; ORSINI, Paolo; PANZERI, Achille; WO2010/69966; (2010); A1;,
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Application of 597-31-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, molecular weight is 102.1317, as common compound, the synthetic route is as follows.

2,2-Dimethyl-3-hydroxypropionaldehyde (Hydroxypivalaldehyde, Mitsubishi Gas Chemical Co., Ltd., Purity 99.8%), 59.6 g of 2-ethyl-2-hydroxymethylpropane-1,3-diol (trimethylolpropane, Tokyo Chemical Industry Co., Ltd. reagent), 706 g of benzene, Granular Nafion (trade name “NR-50” Sigma Aldrich Reagent) 5.0 g in a 2-liter round bottom flask, Water generated under atmospheric pressure was withdrawn out of the system using a Dean-Stark trap while azeotropically boiling with benzene, The reaction was allowed to proceed until distillation of water stopped. This was filtered and recrystallized by concentration and cooling, To give crystals of 2- (5-ethyl-5-hydroxymethyl- [1,3] dioxan-2-yl) -2-methylpropan-1-ol.

The chemical industry reduces the impact on the environment during synthesis 597-31-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Mitsubishi Gas Chemical Co., Ltd.; Ikeno, Kento; Yokobori, Umi; Sato, Hideyuki; Hasemi, Takashi; (26 pag.)JP2016/84286; (2016); A;,
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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. 89-95-2, name is 2-Methylbenzyl alcohol, molecular formula is C8H10O, The 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. Quality Control of 2-Methylbenzyl alcohol

General procedure: To a mixture of the benzyl alcohol (1 mmol)and formic acid (3 mmol); 0.1 g tribromoisocyanuricacid (0.3 mmol) was added. The reaction mixturewas stirred at room temperature for 5 min. Aftercompletion of the reaction (TLC), dichloromethane(10 mL) was added to the reaction mixture andfiltered. The product was extracted with H2O (3¡Á10mL), and the organic layer was dried over anhydrousNa2SO4salt. Evaporation of the solvent underreduced pressure to give the almost pure product.

With the rapid development of chemical substances, we look forward to future research findings about 89-95-2.

Reference:
Article; Hekmatian, Zahra; Khazaei, Ardeshir; Oriental Journal of Chemistry; vol. 31; 3; (2015); p. 1565 – 1570;,
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Related Products of 39590-81-3 ,Some common heterocyclic compound, 39590-81-3, molecular formula is C5H10O2, 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.

1. Iodination of 6 to Prepare 7a: [0145] Triphenylphospine (257.2 g) and imidazole (66.7 g) were charged to a reactor. DCM (490 mL) was charged, agitation was initiated and the solution was cooled to 0 C. Iodine (249.2 g) was added as a solid portion-wise over 1 h while maintaining the internal temperature below 10 C. Upon completion of the addition, a solution of 6 (50 g) in DCM (113 mL) was slowly charged to the reactor over 0.5 h while maintaining the internal temperature below 10 C. After stirring for 2.5 h, an aqueous solution of NaCl (25 g) in water (225 mL) was charged to the reactor. Following phase separation, the bottom organic layer was diluted with n-heptane (550 mL). The organic phase was washed with an aqueous solution of sodium sulfite (21 g) in water (190 mL). Following layer separation, the organic phase was concentrated to 600 mL via vacuum distillation. Additional n-heptane (550 mL) was charged, and the mixture was again concentrated to 600 mL via vacuum distillation. The resulting slurry was filtered over a silica gel plug (85 g) that had been slurry packed with n-heptane. The silica gel plug was rinsed with additional n-heptane (1 L), and the filtrate was then concentrated via vacuum distillation to provide the desired product 7a as a colorless liquid (114 g, 70%). 1H NMR (400 MHz, CDCl3) delta 3.33 (s, 2H), 0.95 (s, 2H). 13C NMR (75 MHz, CDCl3): 19.1, 22.7, 26.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39590-81-3, its application will become more common.

Reference:
Patent; Gilead Sciences, Inc.; Scott, Robert William; Vitale, Justin Philip; Matthews, Kenneth Stanley; Teresk, Martin Gerald; Formella, Alexandra; Evans, Jared Wayne; US2013/324740; (2013); A1;,
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Application of 39590-81-3 , The common heterocyclic compound, 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, 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.

Preparation 22 Synthesis of [l-({[t-butyl (diphenyl) silyl] oxy} methyl) cyclopropylmetbanol Lithium aluminum hydride (LAH) 15.3g was dissolved in 39g of tetrahydrofuran, and 11.7g of the carboxylic acid prepared in Preparation 21 was slowly added dropwise at OIT. The reaction solution was refluxed for 17 hours. The reaction was stopped by adding 10% HCl at room temperature and the mixture was extracted with ethyl acetate. The extract was distilled under reduced pressure and the residue was purified by silica gel column to give 8.2g of diol compound. ‘H NMR (CD3) 6 0.56 (s, 4H), 2.22 (s, 2H), 3.63 (s, 4H) The compound thus obtained (400mg) was dissolved in 12mNo. of THF, 184mg of NaH and 1. 16g of t-butyldiphenylsilylchloride (TBDPSCI) were added, and the resulting mixture was refluxed for 6 hours. The reaction was stopped by adding I OmUSD of water and the mixture was extracted with ethyl acetate, The extract was distilled under reduced pressure and the residue was purified by silica gel column to give l. lg of the title compound. 1H NMR(CDCl3) No. 0.33 (t, 2H), 0. 48 (t, 2E9, 1.23 (s, 9H), 3.59 (d, 4H), 7.42 (m, 6H), 7.68

The synthetic route of 39590-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2005/79812; (2005); A1;,
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Electric Literature of 4277-34-3, 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 4277-34-3 as follows.

(E)-2-Cyanoethyl cyclooct-4-enyl diisopropylphosphoramidite (2). To a solution of (E)-Cyclooct-4-enol (70 mg, 0.56 mmol) in 2 ml of absolute CH2Cl2 under argon diisopropylethylamine (0.33 ml, 1.90 mmol) was added. The mixture was cooled to 0C and 2-cyanoethyl-N,N-diisopropylchlorophosphoramidite (141 mul, 0.63 mmol, 1.05 eq) was added. After stirring for one hour at RT, the reaction mixture was directly loaded on a silica column. Purification by flash chromatography (hexane/ethyl acetate 95:5) yielded the product as colourless oil (100 mg, 0.31 mmol, 55%). 1H-NMR (500 MHz, CDCl3, 25C, TMS): delta = 1.16-1.19 (m, 12H), 1.55-1.63 (m, 2H), 1.86-2.37 (m, 8H), 2.63 (t, J = 6.55 Hz, 2H), 3.51-3.61 (m, 3H), 3.72-3.85 (m, 2H), 5.38-5.44 (m, 1 H), 5.54-5.61 (m, 1H). 13C {1H, 31P} NMR (75 MHz, CDCl3, 25C, TMS): delta=20.3, 24.4, 24.6, 31.1, 31.3, 32.7, 32.8, 34.4, 40.0, 40.3, 42.9, 43.0, 43.2, 58.1, 58.3, 79.6, 80.0, 117.6, 132.6, 135.1, 135.2. 31P-NMR (121 MHz, CDCl3,25C, H3PO4): delta=145.5, 146.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4277-34-3, its application will become more common.

Reference:
Patent; Deutsches Krebsforschungszentrum; Ruprecht-Karls-Universitaet Heidelberg; Schoch, Juliane; Jaeschke Andres; Samanta, Ayan; Wiessler, Manfred; EP2565199; (2013); A1;,
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Related Products of 7589-27-7, Adding some certain compound to certain chemical reactions, such as: 7589-27-7, name is 2-(4-Fluorophenyl)ethanol,molecular formula is C8H9FO, 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 7589-27-7.

Step 1: Preparation of 1-(2-bromoethy -4-fluorobenzenePhosphorus tribromide (19.3 g, 71.3 mmol) was added slowly into a solution of 2-(4- fluorophenyl)ethanol (5.0 g, 35.7 mmol) in hexane at 0 ‘C. After 12 hours under stirring, the reaction mixture was diluted with a 10% aqueous solution of NaHC03 and ethyl acetate. The organic layer was washed with water and brine, dried (Na2S04) and concentrated under vacuum to give the title compound (5.7 g, 78 %). TLC: ethylacetate/ Hexane (3/7): R, : 0.85. 1H NMR (CDCI3, 400 MHz): delta 7.20-7.16 (m, 2H), 7.03-6.99 (m, 2H), 3.56 (t, J=7.40 Hz, 2H), 3.15 (t, J=7.44 Hz, 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. 7589-27-7, 2-(4-Fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARES TRADING S.A.; JORAND-LEBRUN, Catherine; SWINNEN, Dominique; GERBER, Patrick; KULKARNI, Santosh; WO2012/130915; (2012); A1;,
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Related Products of 61487-25-0, Adding some certain compound to certain chemical reactions, such as: 61487-25-0, name is (2-Amino-3-chlorophenyl)methanol,molecular formula is C7H8ClNO, 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 61487-25-0.

EXAMPLE 82 Preparation of 2-chloro-6-methoxymethylaniline A solution of 4.00 g (25.4 mmol) of 2-amino-3-chlorobenzyl alcohol in 30 ml of dry THF was cooled to -78 C., treated with 16.7 ml (26.7 mmol) of 1.60M n-butyllithium in hexane, warmed to 0-5 C., treated with 3.61 g (25.4 mmol) of methyl iodide and heated at reflux for 5.5 hours. The solvent was removed by evaporation at reduced pressure. The residue was partitioned between 175 ml of ether and water, and the organic phase was separated and dried (MgSO4). The solvent was removed by evaporation at reduced pressure, and the residue was purified by HPLC eluding with ETOAc (5:95, v/v) to afford 1.1 g of the desired product as a pale brown oil. IR and 1 H NMR spectra were in agreement with the assigned structure. Analysis: Calculated for C8 H10 ClNO: C, 56.00; H, 5.87; N, 8.16; Found: C, 56.25; H, 5.98; N, 8.28.

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. 61487-25-0, (2-Amino-3-chlorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Dow Chemical Company; US4755212; (1988); A;,
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Application of 1124-63-6, 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. 1124-63-6, name is 3-Cyclohexylpropan-1-ol. A new synthetic method of this compound is introduced below.

F. 0.2 g of the catalyst prepared in Example 1, 14.2 mg (0.1 mmol) 3-cyclohexyl-1-propanol and 10 mg dodecane as an internal standard were added to 5 ml of 5 mmol (0.43 g) pivalaldehyde in xylene, and the mixture was allowed to react for 4.5 hours under reflux. The product was analyzed by gas chromatography and GC-MS. As a result, the product was identified as 3-cyclohexylpropyl aldehyde. Gas chromatography analysis indicated 45 % yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1124-63-6, 3-Cyclohexylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; JAPAN TOBACCO INC.; EP603409; (1994); A1;,
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