Category: alcohols-buliding-blocks

Reference of 15258-73-8, 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.15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, molecular weight is 177.03, as common compound, the synthetic route is as follows.

To a solution of 2,6-dichlorobenzyl alcohol (26 mg, 0.15 mmol) in tetrahydrofuran (1.5 mL) was added sodium hydride (95%, 25 mg, 1.0 mmol, 24 eq) and the reaction was stirred at 23 C for 15 minutes before adding a solution of r-(3-chloro-4-(dimethylcarbamoyl)phenyl)-[4,4′- bipiperidine]-l-carbonyl chloride (1-10) (60 mg, 0.15 mmol, 1.0 eq) in dichloromethane (1.5 mL). The resulting reaction was stirred at 23C for 16 hours. The reaction mixture was then quenched with water (0.25 mL) and concentrated and the residue was dissolved in DMSO and purified by reverse phase liquid chromatography (Gemini -NX CI 8, 5 muiotatauiota, 30 x 100 mm column; 0-100% CH3CN/H2O gradient w/ 0.10% TFA present) to yield 2,6-dichlorobenzyl l’-(3-chloro- 4-(dimethylcarbamoyl)phenyl)-[4,4′-bipiperidine]-l-carboxylate (1-11). 1H NMR (400 MHz, CD30D): delta 7.44 (s, 1 H); 7.42 (s, 1 H); 7.34 (dd, J = 9.0, 7.1 Hz, 1 H); 7.25 (d, J = 8.5 Hz, 1 H); 7.20 (d, J = 2.3 Hz, 1 H); 7.13 (dd, J = 8.6, 2.3 Hz, 1 H); 5.36 (s, 2 H); 4.21-3.98 (br m, 2 H); 3.78 (d, J = 12.4 Hz, 2 H); 3.09 (s, 3 H); 2.95 (t, J = 12.0 Hz, 2 H); 2.89 (s, 3 H); 2.77 (t, J = 12.8 Hz, 2 H); 1.89 (d, J = 12.1 Hz, 2 H); 1.74 (br s, 2 H); 1.40-1.33 (m, 4 H); 1.17 (br s, 2 H). LRMS m/z (M+H) 552.3 found, 552.2 required

The chemical industry reduces the impact on the environment during synthesis 15258-73-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn, J.; BENNETT, David Jonathan; BRNARDIC, Edward, J.; LIVERTON, Nigel, J.; MANLEY, Peter, J.; MENG, Zhaoyang; NANDA, Kausik, K.; RUDD, Michael, T.; WAI, Jenny; (137 pag.)WO2017/83219; (2017); A1;,
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Application of 2516-33-8, 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. 2516-33-8, name is Cyclopropylmethanol, molecular formula is C4H8O, 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.

Step A: cyclopropylmethyl 2,5-dioxopyrrolidin-l-yl carbonate.To a stirred solution of cyclopropylmethanol (1.0 g, 13.8 mmol) in acetonitrile (15 mL) was added bis(2,5-dioxopyrrolidin-l-yl) carbonate (7.1 g, 27.7 mmol) and triethylamine (5.8 mL, 41.6 mmol). The reaction was stirred overnight, then quenched with saturated NaHC03 solution (aq.) and extracted with ethyl acetate (3 * 50 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to provide the title compound (3.2 g, quant.) as an amber oil: 1H NMR (300 MHz, CDC13) delta 4.16 (d, J= 7.5 Hz, 2H), 2.84 (s, 4H), 1.26 (m, 1H), 0.70- 0.64 (m, 2H), 0.40-0.35 (m, 2H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 2516-33-8, Cyclopropylmethanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MILLER, Michael; STAMFORD, Andrew; BASU, Kallol; WOOD, Harold, B.; DEMONG, Duane; SUN, Wanying; GARFUNKLE, Joie; MOYES, Christopher; HU, Zhiyong; LIU, Ping; EDMONDSON, Scott, D.; DAI, Xing; DUBOIS, Byron Gabriel; WO2012/173917; (2012); A1;,
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Reference of 89795-51-7, 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 89795-51-7 as follows.

EXAMPLE 3 Isophthalic acid di-(2,1,3-benzothiadiazol-5-yl)methyl ester By following the general method of Example 1, 1,3-benzenedicarbonyl chloride was reacted with 2,1,3-benzothiadiazol-5-ylmethanol to provide isophthalic acid di-(2,1,3-benzothiadiazol-5-yl)methyl ester. MS: M+1=463. Microanalysis (C22H14N4O4S2.0.2 H2O): Calc’d: C, 59.69; H, 2.91; N, 11.87. Found: C, 59.69; H, 3.11; N, 12.02.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89795-51-7, its application will become more common.

Reference:
Patent; Barvian, Nicole Chantel; Connor, David Thomas; Dyer, Richard Dennis; Johnson, Adam Richard; Patt, William Chester; US2002/156061; (2002); A1;,
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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.23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.name: Glycerol aldehyde dimer

Step AVI. To a soln. of l,4-dioxane-2,5-diol (120 mg, 0.995 mmol) in THF (8ml) was added methylamine (2.8 ml, 0.664 mmol) at r.t. The resulting mixture was stirred at r.t for 75min. Then l-(isocyano(tosyl)methyl)-2-methoxybenzene (200 mg, 0.664 mmol) was added while keeping reaction mixture at <30 C by a water bath. The reaction mixture was stirred at r.t overnight. Evaporated to leave white solid, dissolved in DMF, and purified by Pre-HPLC to afford (4-(2-methoxyphenyl)-l -methyl- lH-imidazol-5-yl)methanol (84mg, 0.377 mmol, 38.6 % yield) as a colorless oil. ^- MR^MeOD), delta: 8.97(lH,s), 7.55(lH,t, J=7.5Hz), 7.47(1H, d, J=8.0Hz), 7.22(1H, d, 8.0Hz), 7.15(1H, t, J=7.5Hz), 4.67(2H,s), 4.05(3H,s), 3.89(3H,s). At the same time, in my other blogs, there are other synthetic methods of this type of compound,23147-58-2, Glycerol aldehyde dimer, and friends who are interested can also refer to it. Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CIANCI, Christopher W.; GERRITZ, Samuel; KIM, Sean; LANGLEY, David R.; LI, Guo; PEARCE, Bradley C.; PENDRI, Annapurna; SHI, Shuhao; ZHAI, Weixu; ZHU, Shirong; WO2012/44531; (2012); A1;,
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Reference of 39590-81-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. This compound has unique chemical properties. The synthetic route is as follows.

1,1-cyclopropanedimethanol (102 g, 1 Omol) was dissolved in dichloromethane,Triethylamine (303 g, 3 Omol) was added, cooled to 0 C, thionyl chloride (238 g, 2 Omol) was added dropwise, and reacted at 0 C to room temperature for 6-8 hours.The reaction was quenched by the addition of saturated ammonium chloride solution, separated, the organic phase was concentrated to remove the solvent and a small amount of petroleum ether was beaten to obtain 137.4 g of the yellow solid product 1,1_cyclopropanedimethanol sulfinate and the molar yield was 93%.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Fu Chenchen; (11 pag.)CN104788361; (2017); B;,
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Related Products of 56-81-5, 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.56-81-5, name is Propane-1,2,3-triol, molecular formula is C3H8O3, molecular weight is 92.0938, as common compound, the synthetic route is as follows.

To a 1,4-dioxane solution (200 mL) containing glycerol(18.4 g, 0.20 mol) and vinyl benzoate (29.6 g, 0.20 mol),Lipozyme (30 g) was added, and the mixture was stirred for48 h at 55C. After removal of the enzyme by filtration, thereaction mixture was evaporated under reduced pressure andthe residue was partitioned between saturated brine and dichloromethane(100 mL each), and extracted with dichloromethane(3 60 mL). The combined organic layer waswashed with saturated brine, and dried over anhydrousNa2SO4. The extract was washed with hexane to removeunreacted vinyl benzoate. Subsequently, the extract was vacuumdried, affording 36 g of (±)-1 (75% yield) as a colorlessoil. IR (KBr), cm-1: 3600 – 3100, 3050, 1700, 1300, 690; 1HNMR (200 MHz, CDCl3) 3.64-3.86 (2H, m, C3H2), 4.04-4.14 (1H, m, C2H), 4.39-4.57 (2H, m, C1H2), 7.40-7.52 (2H,m, 2C7H), 7.56 (1H, m, C8H), 8.02-8.13 (2H, m, 2C6H); 13CNMR (CDCl3, 200MHz) 63.8 (C3), 65.5 (C1), 70.6 (C2),128.6 (2C7), 129.4 (2C6), 130.7 (C5), 133.1 (C8), 166.5(C4). EI-LR-MS, m/z, M+: 196.

Statistics shows that 56-81-5 is playing an increasingly important role. we look forward to future research findings about Propane-1,2,3-triol.

Reference:
Article; Rustoy, Eduardo M; Dana, Alejandro; Letters in Organic Chemistry; vol. 13; 1; (2016); p. 71 – 75;,
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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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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 1-Chloro-2-methyl-2-propanol

To a stirred solution of ethyl 3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (2.5 ml, 2.4 mmol) in N,N-dimethylacetamide (3.0 ml, 32 mmol) was added potassium carbonate (766 mg, 65 percent purity, 3.60 mmol) and 1-chloro-2-methylpropan-2-ol (490 mI, 4.8 mmol) and the mixture was stirred at 80° C for 10 h. Water was added, and the mixture was extracted with ethyl acetate. The organic phase was washed with a saturated sodium chloride solution, dried (sodium sulfate), filtered and the solvent was removed in vacuum. Silicagel chromatography gave 470 mg (69 percent yield) of the title compound and 33.0 mg (5 percent yield) of a second isomer, Intermediate 34. LC-MS (Method 1 ): Rt = 1 .04 min; MS (ESIpos): m/z = 281 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) d [ppm]: 1 .07 (s, 6 H), 1 .27 (t, 3 H), 4.14 (s, 2 H), 4.19 – 4.30 (m, 2 H), 4.85 (s, 1H), 8.37 (d, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 558-42-9.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; CHRIST, Clara; BRIEM, Hans; FARIA ALVARES DE LEMOS, Adelaide, Clara; BADER, Benjamin; HOLTON, Simon; BOeMER, Ulf; LIENAU, Philip; KUHNKE, Lara, Patricia; (122 pag.)WO2019/185525; (2019); A1;,
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Related Products of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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.

To a stirred solution of triphenyl phosphine (8.2 g, 0.03 mol) and DEAD (13.65 mL of a 40% solution in toluene) in THF (200 mL) at 0 C. was added a solution of 1-(2,6-dichloro-3-fluoro-phenyl)-ethanol (4.55 g, 0.021 mol) and 3-hydroxy-nitropyridine (3.35 g, 0.023 mol) in THF (200 mL). The resulting bright orange solution was stirred under a nitrogen atmosphere at ambient temperature for 4 hours at which point all starting materials had been consumed. The solvent was removed, and the crude material was dry loaded onto silica gel, and eluted with ethyl acetate-hexanes (20:80) to yield 3-(2,6-dichloro-3-fluoro-benzyloxy)-2-nitro-pyridine (6.21 g, 0.021 mol, 98%) as a pink solid. 1H NMR (CDCl3, 300 MHz) delta1.8-1.85 (d, 3H), 6.0-6.15 (q, 1H), 7.0-7.1 (t, 1H), 7.2-7.21 (d, 1H), 7.25-7.5 (m, 2H), 8.0-8.05 (d, 1H).

According to the analysis of related databases, 756520-66-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; US2008/293769; (2008); A1;,
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Synthetic Route of 7314-44-5, Adding some certain compound to certain chemical reactions, such as: 7314-44-5, name is (2,4-Dimethoxyphenyl)methanol,molecular formula is C9H12O3, 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 7314-44-5.

Preparation 74 2-(2,4-Dimethoxybenzyl)-1,2-thiazinane-1,1-dioxide To a 0.5 M solution of 2,4-dimethoxybenzyl alcohol (4.94 g, 29.3 mmol) in anhydrous diethyl ether was added anhydrous pyridine (4.75 mL, 58.7 mmol). The mixture was cooled to 0 C. and thionyl chloride (5.98 mL, 80.7 mmol) was added slowly over 5-10 mins and the reaction stirred at 0 C. for 1.5 hrs. The reaction mixture was poured into ice water (120 mL) and the layers separated. The aqueous layer was extracted with diethyl ether (2*60 mL) and the combined organic layers washed with ice water (60 mL) and a solution of 5:1 saturated aqueous sodium chloride:saturated aqueous sodium bicarbonate (2*60 mL), dried (anhydrous sodium sulfate), filtered, and concentrated to ?5 mL of liquid. The crude solution was dissolved in benzene (200 mL) and re-concentrated to 10-15 mL of liquid, which was used immediately in the next step. 1,4-butanesultam (2.800 g, 20.7 mmol) in anhydrous N,N-dimethylformamide (50 mL) was cooled to 0 C. and sodium hydride was added in small portions, stirring for 5 min at 0 C. and 1 hr at room temperature. The reaction became a slurry, and was cooled to 0 C. and a solution of 1-(chloromethyl)-2,4-dimethoxybenzene in benzene was added, stirring at 0 C. and slowly warming to room temperature and stirring for 16 hrs. The mixture was poured into water (300 mL) and extracted with ethyl acetate (3*). The combined organic layers were washed with water, saturated aqueous sodium chloride, dried (anhydrous sodium sulfate), filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography (15-60% ethyl acetate/hexanes) to give a white solid (4.78 g). 1H NMR (300 MHz, CDCl3) delta 7.28-7.25 (d, 1H, J=8.4 Hz), 6.48-6.45 (dd, 1H, J=2.4, 8.1 Hz), 6.43-6.42 (d, 1H, J=2.1 Hz), 4.29 (s, 2H), 3.79 (s, 6H), 3.31-3.27 (m, 2H), 3.04-3.00 (m, 2H), 2.18-2.15 (m, 2H), 1.60-1.56 (m, 2H). HPLC analysis: (C18, 25-99% acetonitrile in water+0.1% trifluoroacetic acid over 10 mins: retention time, % area at 254 nm): 6.93 min, 98%.

According to the analysis of related databases, 7314-44-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bersot, Ross; Humphries, Paul; US2013/303524; (2013); A1;,
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Synthetic Route of 15852-73-0, Adding some certain compound to certain chemical reactions, such as: 15852-73-0, name is (3-Bromophenyl)methanol,molecular formula is C7H7BrO, 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 15852-73-0.

(d) 3-r3-Hvdroxymethylphenyl)-5-/j’o-butyl-N-fert-butyltm’ophene-2-sulfonamide; A mixture of roe-bromobenzyl alcohol (1.05 g, 5.80 mmol), 5-iso-butyl-2-(/V-tert- butylaminosulfonyl)thiophene-3-boronic acid (2.41 g, 7.55 mmol; see step (c)), Pd(PPh3)4 (270 mg, 0.235 mmol), NaOH (19.1 mL, 1.5 M aq5 28.6 mmol), EtOH (5.0 mL) and toluene (30 mL) was stirred under N2 at 9O0C for about 4 h. After cooling, water (10 mL) was added to the reaction mixture and this was then extracted with ethyl acetate. The combined organic phase was dried and concentrated in vacuo. The crude product was purified on column EPO chromatography (EtOAc/hexane, 30:70) to give sub-title compound as a colourless syrup in 57percent yield (1.26 g, 3.31 mmol).1H NMR delta (CDCl3): 0.96 (d, J = 6.6 Hz5 6H), 0.98 (s, 9H)5 1.82-2.00 (m, IH), 2.66 (d, J= 7.1 Hz5 2H)5 3.28 (br s5 IH), 4.67 (s, 2H)5 4.81 (hr s5 IH), 6.76 (s, IH), 7.30-7.50 (m, 3H)5 7.64 (s, IH).13C NMR delta (CDCl3): 22.1, 29.4, 30.4, 39.1, 54.4, 64.6, 127.1, 127.8, 128.5, 129.0, 134.9, 136.2, 141.2, 143.2, 148.2. MS (ESI) m/z: 382(MH-I)+.IRv (neat, cm-1): 3498, 3286, 2958, 2870, 1465, 1313. ‘ Anal. Calcd. for C19H27NO3S2: C, 59.81; H, 7.13; N5 3.67. Found: C, 60.05; H, 7.31; N5 3.90.

According to the analysis of related databases, 15852-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VICORE PHARMA AB; WO2006/109056; (2006); A1;,
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