Author: tianli

Related Products of 506-43-4, 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. 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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 solution of linoleyl alcohol (23.31 mL, 75 mmol) and triethylamine (13.60 mL, 98 mmol) in DCM (150 mL) at 0C was added methanesulfonyl chloride (6.39 mL, 83 mmol) dropwise. The reaction mixture was stirred at 0C for 30 minutes and at room temperature for 3 hrs. The reaction mixture was diluted with DCM (200 mL), washed with water, sat sodium bicarbonate and brine and dried over ahydrous sodium sulfate. Solvent was concentrated to give linoleyl methanesulfonate (26.17 g, 100 % yield) as an yellowish oil. Without further purification, the product was directly used for next step. 1H NMR (500 MHz, Chloroform-d) delta 5.30-5.41 (m, 4H), 4.22 (t, J = 6.6 Hz, 2H), 2.99 (s, 3H), 2.77 (t, J = 6.7 Hz, 2H), 2.05 (q, J = 6.9 Hz, 4H), 1.74 (p, J = 6.7 Hz, 2H), 1.43- 1.25 (m, 16H), 0.89 (t, J = 6.7 Hz, 3H).

According to the analysis of related databases, 506-43-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WAVE LIFE SCIENCES LTD.; BUTLER, David Charles Donnell; DIVAKARAMENON, Sethumadhavan; FRANCIS, Christopher J.; FRANK-KAMENETSKY, Maria David; IWAMOTO, Naoki; LU, Genliang; MARAPPAN, Subramanian; MEENA; VARGEESE, Chandra; VERDINE, Gregory L.; YANG, Hailin; ZHANG, Jason Jingxin; (853 pag.)WO2017/62862; (2017); A2;,
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Related Products of 2240-88-2, Adding some certain compound to certain chemical reactions, such as: 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol,molecular formula is C3H5F3O, 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 2240-88-2.

c) Methyl 4-bromo-3-(3,3,3-trifluoropropoxy)benzoate3,3,3-Trifluoro-l-propanol (0.294 mL, 3.33 mmol) was added to a stirred solution of diisopropyl azodicarboxylate (1.21 mL, 6.15 mmol), triphenylphosphine (1.346 mL, 6.16 mmol) and methyl 4-bromo-3-hydroxybenzoate (0.9489 g, 4.11 mmol) in tetrahydrofuran (40 mL) and the mixture was stirred at room temperature for 2 days. Water and ethyl acetate was added and the aqueous phase was washed with ethyl acetate. The aqueous phase was acidified (pH~l) using hydrochloric acid (2 M) and extracted with ethyl acetate. The combined organic phases were washed with water and brine, dried over magnesium sulfate and the solvent was evaporated to give 0.894 g (67percent yield) of the title compound. 1H NMR (500 MHz, CDCl3) delta ppm 7.64 (d, 1 H) 7.53 – 7.58 (m, 2 H) 4.32 (t, 2 H) 3.94 (s, 3 H) 2.74 (dt, 2 H); GC MS (EI) m/z 326, 328 [M]+*.

According to the analysis of related databases, 2240-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; BYLUND, Johan; EK, Maria, E; HOLENZ, Joerg; KERS, Annika; OeHBERG, Liselotte; WO2010/132016; (2010); A1;,
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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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

A mixture of 2-BENZYL-6-NITRO-4H-3, 1-BENZOXAZIN-4-O. NE (289 mg, 1.02 mmol) prepared as described in Example 141 (1) above, triphenyl phosphite (344 mg, 1.11 mmol), 2- (4- aminophenyl)-1, 1, 1, 3,3, 3-hexafluoro-2-propanol (263 mg, 1.01 mmol) and pyridine (82 ml) was stirred at 100°C for 3 hours. The reaction mixture was then concentrated in vacuo. The residue thus obtained was diluted with ethyl acetate, washed successively with 5percent aqueous potassium carbonate solution, water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue thus obtained was recrystallized-from acetonitrile to yield the title compound as pale yellow plates (333 mg, yield : 63percent). IR (KBr) : VU”3382, 1697,1572, 1347, 1270, 1216,931 CM- . 1H-NMR (400MHZ, CDC13) : 8 9.11 (1H, d, J = 2.2 Hz), 8.61 (1H, dd, J = 2.2, 8.8 Hz), 7.93 (1H, d, J = 8.8 Hz), 7.75 (2H, d, J = 8.8 Hz), 7.21-7. 10 (3H, m), 7.02 (2H, d, J = 8.8 Hz), 6.72 (2H, d, J = 7.3 Hz), 3.95 (2H, s), 3.81 (1H, s). FABMS (m/z): 524 ( [M+H] +).

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
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Reference of 16308-92-2 , The common heterocyclic compound, 16308-92-2, name is (2,4-Dimethylphenyl)methanol, molecular formula is C9H12O, 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.

Example 7 Synthesis of Dmb protected 6-mercaptohexanoic acid 7 Compound 7 was synthesized according to the following scheme: To a solution of 6-mercaptohexanoic acid (7.10 g, 47.90 mmol) in trifluoroacetic acid (20 mL), 2,4-dimethylbenzyl alcohol (13.5 g, 95.80 mmol) was added. The mixture was stirred at rt for 60 min and then the trifluoroacetic acid was removed in vacuo. The residue was dissolved in a mixture of 95.8 mL LiOH (3 M) and THF (81 mL) and stirred at rt for 60 min. The solvent was removed in vacuo and the aqueous residue was extracted 3x with EtOAc (200 mL). The combined organic phases were dried over MgSO4, and the solvent was removed in vacuo.7 was purified by RP-HPLC. Yield: 2.27 g (8.52 mmol, 18 %) MS: m/z 267.01 = [M+H]+ , (calculated monoisotopic mass = 266.13).

The synthetic route of 16308-92-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASCENDIS PHARMA GROWTH DISORDERS A/S; SPROGØE, Kennett; RAU, Harald; CLEEMANN, Felix; HERSEL, Ulrich; RASMUSSEN, Caroline Elisabeth; (244 pag.)WO2017/118703; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 109240-30-4, 1-(4-Bromophenyl)cyclopropanol, 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, 109240-30-4, blongs to alcohols-buliding-blocks compound. Formula: C9H9BrO

A 5-mL vial was charged with N,N-bis(4-methoxybenzyl)-5-(((3S)-3-(l- propyn-l-yl)-l-piperazinyl)sulfonyl)-2-pyridinamine (0.128 g, 0.246 mmol, Intermediate C), RuPhos palladacycle/RuPhos (1 : 1) (0.033 g, 0.028 mmol, Strem Chemical Inc., Newburyport, MA), l-(4-bromophenyl)cyclopropanol (0.0903 g, 0.424 mmol, Bioorg. Med. Chem. Lett., 2010, 20, 887), sodium 2-methylpropan- 2-olate (0.0702 g, 0.730 mmol, Strem Chemical Inc., Newburyport, MA) and 1,4- dioxane (2 mL). The mixture was degassed by bubbling Ar through the mixture for 5 min. The vial was sealed and the mixture was heated at 100 C for 55 min. The reaction mixture was partitioned between water (20 mL) and EtOAc (20 mL). The aqueous phase was extracted with EtOAc (20 mL). The combined organic phases were washed with saturated aqueous sodium chloride (40 mL). The organic phase was dried over sodium sulfate, filtered and concentrated under a vacuum. The crude product was purified by column chromatography (25 g of silica, 0 to 50% EtOAc in hexanes) to afford 0.0139 g of light yellow residue. A 5 mL microwave vial was charged with this residue (0.0139 g, 0.021 mmol), and TFA (0.5 mL). Trifluoromethanesulfonic acid (0.025 mL, 0.28 mmol, Alfa Aesar, Ward Hill, MA) was added and the mixture was stirred at room temperature for 5 min. Solid NaHC03 was added followed by aqueous saturated NaHC03. The aqueous phase was extracted with EtOAc (2 x 3 mL). The combined organic phases were dried over sodium sulfate, filtered and concentrated under a vacuum. The crude product was purified by column chromatography (10 g of silica, 30 to 90% EtOAc in hexanes) to afford l-(4- ((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-( 1 -propyn- 1 -yl)- 1 – piperazinyl)phenyl)-l-propanone (0.0070 g) as a white solid. 1H NMR (300MHz, CD3OD) delta ppm 8.30 (d, J= 2.3 Hz, 1 H), 7.89 (d, J= 9.1 Hz, 2 H), 7.73 (dd, J= 2.5, 9.1 Hz, 1 H), 7.00 (d, J= 9.1 Hz, 2 H), 6.61 (d, J = 8.9 Hz, 1 H), 4.78 (br. s., 1 H), 3.82 – 3.61 (m, 3 H), 3.24 (br. s., 1 H), 2.95 (q, J = 7.3 Hz, 2 H), 2.73 (dd, J= 3.2, 11.5 Hz, 1 H), 2.57 (dt, J= 3.1, 11.7 Hz, 1 H), 1.75 (d, J= 2.2 Hz, 3 H), 1.15 (t, J= 7.3 Hz, 3 H). m/z (ESI, +ve ion) 413.2 (M+H)+. GK-GKRP IC50 (Binding) = 0.353 muMu.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109240-30-4, its application will become more common.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; FOTSCH, Christopher H.; KUNZ, Roxanne K.; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; SIEGMUND, Aaron C.; ST. JEAN, JR., David J.; TAMAYO, Nuria A.; YANG, Kevin C.; WO2014/35872; (2014); A1;,
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Synthetic Route of 4704-94-3, 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. 4704-94-3, name is 2-(Hydroxymethyl)propane-1,3-diol, molecular formula is C4H10O3, 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. To a solution of 2-(hydroxymethyl)-1,3-propanediol (1 g, 9.4 mmol) in pyridine (7.5 mL) at 0 C. was added acetic anhydride (0.89 mL, 9.4 mmol) slowly. The resulting solution was warmed to room temperature and stirred for 16 h. The reaction was concentrated under reduced pressure and chromatographed by eluding with methanol-dichloromethane (1:9) to give 510 mg of pure 2-acetoxymethyl-1,3-propanediol.

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 4704-94-3, 2-(Hydroxymethyl)propane-1,3-diol.

Reference:
Patent; Metabasis Therapeutics, Inc.; US6054587; (2000); A;,
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Application of 4720-29-0 ,Some common heterocyclic compound, 4720-29-0, molecular formula is C10H15NO, 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 N-benzylpropanolamine (3.3 g) and benzyl(S)-(+)-glycidyl ether (3.6 g) in ethanol (40 mL) was heated at 40 C. for 18 h. The solvent was evaporated under reduced pressure to give the subtitled compound as a colourless oil (6.8 g, 100%), which was used without further purification. 1H NMR (400 MHz, DMSO-d6): delta 7.29 (m, 10H), 4.54 (m, 1H), 4.45 (s, 2H), 4.36 (t, 2H), 3.76 (m, 1H), 3.44 (m, 5H), 2.47 (m, 4H), 1.57 (m, 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. 4720-29-0, 3-(Benzylamino)-1-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; LONN, Hans Roland; CONNOLLY, Stephen; SWALLOW, Steven; KARLSSON, Staffan PO; AURELL, Carl-Johan; PONTEN, John Fritiof; DOYLE, Kevin James; VAN DE POEL, Amanda Jane; JONES, Graham Peter; WATSON, David Wyn; MACRITCHIE, Jaqueline Anne; PALMER, Nicholas John; US2015/210655; (2015); A1;,
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Reference of 100442-33-9, 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 100442-33-9 as follows.

Example 1: Preparation of crude l,4-dihvdro-2,6-dimethyl-4-(3- nitrophenyl)-3 ,5 -pyridinedicarboxylic acid [2-|Y3,3- diphenylpropyl)methylamino~|- 1,1 -dimethyl ethyl] methyl ester hydrochloride (crude lercanidipine hydrochloride)2.31 mL of triethylamine and 2.4 mL of diethylchlorophosphate were added to 5.0 g of 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-l,4- dihydropyridine-3-carboxylic acid (2) in 50 mL of toluene. The mixture was stirred at room temperature for one hour. After formation of a substituted phosphonoester derivative (5) as an intermediate was confirmed by thin layer chromatography (TLC), 4.49 g of 2, N-dimethyl-N-(3,3-diphenylpropyl)-l-amino-2-propanol (3) was added thereto (5). The resulting mixture was refluxed for 4 hours. The reaction mixture was treated with activated carbon and was then concentrated under reduced pressure to remove toluene therefrom. The residue was dissolved in 30 mL of ethyl acetate. The organic phase was washed sequentially with 11 mL of a 10% NaOH aqueous solution, 11 mL of distilled water, 13.1 mL of 6N HCl and 11 mL of distilled water. An organic layer was separated, dried with activated carbon and anhydrous sodium sulfate for 30 min and concentrated under reduced pressure. The residue was dissolved in 15.7 mL of tetrahydrofuran and was then seeded with 50 mL of lercanidipine hydrochloride. The lercanidipine hydrochloride (dispersion) was stirred at 20 to 25 C for 24 hours, filtered and dried under vacuum to obtain 8.3 g of crude lercanidipine hydrochloride (theoretical yield: 85.1%).IH NMR (DMSO-d, 400MHz) (ppm): 10. 8 -9.4 (bb, IH), 9.5 (bs, IH), 8.30 – 8.05 (m, 2H), 7.85 -7.60 (m, 2H), 7.55 -7.20 (m, 10H), 5.05 (s, IH), 4.15 – 3.35 (m, 6H), 3.20 -2.15 (m, 13H), 2.6 (s, 3H), 1.50 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100442-33-9, its application will become more common.

Reference:
Patent; DONGWOO SYNTECH CO., LTD; WO2008/82041; (2008); 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.6850-39-1, name is 3-Aminocyclohexanol, molecular formula is C6H13NO, molecular weight is 115.17, as common compound, the synthetic route is as follows.Product Details of 6850-39-1

C. tert-butyl(3-Hydroxycyclohexyl)carbamate To a solution of 3-aminocyclohexanol (3.0 g, 26.0 mol) in THF (30 mL) was added di-tert-butyl dicarbonate (6.74 g, 31.2 mmol). The resulting mixture was stirred at 50 C. for 16 h. Then the reaction mixture was concentrated in vacuum and purified by silica gel column chromatography (30% ethyl acetate in petroleum ether) to afford the desired compound (4.40 g, 20.46 mmol, 78% yield). MS (ESI) m/z 216.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6850-39-1, 3-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; Papa, Patrick; Cathers, Brian Edwin; CALABRESE, Andrew Antony; WHITEFIELD, Brandon Wade; BENNETT, Brydon; CASHION, Daniel; MORTENSEN, Deborah; HUANG, Dehua; TORRES, Eduardo; PARNES, Jason; SAPIENZA, John; HANSEN, Joshua; LEFTHERIS, Katerina; CORREA, Matthew; DELGADO, Maria Mercedes; RAHEJA, Neil; BAHMANYAR, Sami; HEGDE, Sayee; NORRIS, Stephen; PLANTEVIN-KRENITSKY, Veronique; US2015/175557; (2015); A1;,
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Application of 22348-44-3, 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. 22348-44-3, name is trans-4-(Methylamino)cyclohexanol, molecular formula is C7H15NO, 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.

EXAMPLE 17 trans 1-(4-Hydroxy-cyclohexyl)-3-(4-methoxy-7-[1,4]dioxepan-6-yl-benzothiazol-2-yl)-1-methyl-urea Using 7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-ylamine, phenyl chloroformate and trans-4-methylamino-cyclohexanol, the title compound was prepared as off-white solid. MS: m/e=452(M+H+).

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 22348-44-3, trans-4-(Methylamino)cyclohexanol.

Reference:
Patent; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger David; Riemer, Claus; US2004/235915; (2004); A1;,
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