Month: August 2021

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. 187731-65-3, name is (2-Amino-4-methoxyphenyl)methanol. A new synthetic method of this compound is introduced below., Product Details of 187731-65-3

Synthesis of 2-amino-4-methoxybenzaldehyde. A mixture of (2-amino-4-methoxyphenyl)methanol (20 g, 131.0 mmol) and manganese oxide (68 g, 786.0 mmol) in dichioromethane (300 mL) was stuffed at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated. The residuewas purified by silica gel chromatography (petroleum ether:ethyl acetate = 6:1) to give the title compound (7 g, 35%) as a yellow solid. MS (ES+) C8H9N02 requires: 151, found: 152 [M + H].

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, 187731-65-3, (2-Amino-4-methoxyphenyl)methanol.

Reference:
Patent; BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V.; WO2014/11900; (2014); A2;,
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Synthetic Route of 10488-69-4 , The common heterocyclic compound, 10488-69-4, name is Ethyl 4-chloro-3-hydroxybutanoate, molecular formula is C6H11ClO3, 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 1; [60] 61.5 g (1.626 mol) of sodium borohydride was dissolved in 694 mL of toluene, and52 g (1.626 mol) of methanol was added drop wise at room temperature for 1 hour. Subsequently, 300 g (1.807 mol, 99.3percent ee) of ethyl (S)-4-chloro-3-hydroxybutyrate was added, and stirring was performed at room temperature for 12 hours. The reaction mixture was cooled below 100C and, after adding 183 g of 36percent HCl dropwise, the solvent was removed by distillation under reduced pressure below 400C. Using 800 mL of methanol, concentration under reduced pressure was performed for 3 times below 40 C. 800 mL of dichloromethane was added to the resultant residue. After filtering off solid inorganic materials and removing the solvent under reduced pressure, 220 g of (S )-4-chloro-l,3-butanediol was obtained as oil (yield = 98percent).

The synthetic route of 10488-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RSTECH CORPORATION; WO2008/93955; (2008); A1;,
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Related Products of 109-83-1, Adding some certain compound to certain chemical reactions, such as: 109-83-1, name is 2-(Methylamino)ethanol,molecular formula is C3H9NO, 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 109-83-1.

Triethylamine (80 mmol) was added to a solution of the amino alcohol (35 mmol) in MC (200 ml) and the mixture was cooled to 00C using an ice bath. The sulfonyl chloride (32 mmol) was then added and the mixture was stirred at RT for 3 h. After addition of 0.5 M HCI (100 ml), the organic phase was separated off, washed with water, dried over Na2SO4 and filtered and the solvent was removed in vacuo. The crude product was used in the next stage without further purification

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. 109-83-1, 2-(Methylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/109364; (2009); A1;,
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Synthetic Route of 109-83-1, 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. 109-83-1, name is 2-(Methylamino)ethanol, molecular formula is C3H9NO, 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.

4-fluoro benzaldehyde in dry DMSO (35ml) (5.0g, 40.29mmol) and 2- To a stirred solution of (methylamino) ethanol (3.63g, 48.34mmol), under an argon atmosphere K2CO3 ( 6.68g, 48.34mmol) was added. The reaction mixture was then heated for 3 days at 120 . Then added to the reaction mixture which was cooled in water (400ml), and extracted with EtOAc (7 × 100ml). The combined organic layers were washed with brine (2 × 100ml), dried (Na2SO4), the solvent was removed under reduced pressure to give an oil of high viscosity orange. Which solidified slowly at room temperature. This solid was dissolved in DCM (40ml) and then a yellow solid precipitated by adding the solution to hexanes (200 ml), was collected yellow solid by filtration under vacuum. Recrystallization from toluene, the title compound (4.47g, 62%) was obtained as small yellow thin plate material.

According to the analysis of related databases, 109-83-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WISTA LABORATORIES LIMITED; KEMP, STEVEN JOHN; STOREY, LYNDA JANE; STOREY, JOHN MERVYN DAVID; RICKARD, JANET; HARRINGTON, CHARLES ROBERT; WISCHIK, CLAUDE MICHEL; CLUNAS, SCOTT; HEINRICH, TOBIAS KERST; (269 pag.)JP5667058; (2015); B2;,
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Adding a certain compound to certain chemical reactions, such as: 42514-50-1, 3-Amino-3-methylbutan-1-ol, 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, 42514-50-1, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3-Amino-3-methylbutan-1-ol

Step 2: Synthesis of benzyl 3-[(4-hydroxy-2-methylbutan-2-yl)amino]-4- nitrobenzoate A stirred solution of benzyl 3-fluoro-4-nitrobenzoate (2.67 g, 9.69 mmol) and 3-amino-3- methylbutan-l-ol (1.00 g, 9.69 mmol) in acetonitrile (20 mL) containing potassium carbonate (1.34 g, 9.69 mmol) is heated to 80 C for 16 h. The solvent is evaporated, water (100 mL) is added, and the mixture is extracted with EtOAc (3 x 100 mL). The combined organic layers are dried (MgS04), concentrated and purified by flash chromatography in heptanes/EtOAc to afford the title compound (395 mg, 1.10 mmol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42514-50-1, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); A1;,
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Synthetic Route of 505-10-2, 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 505-10-2 as follows.

24 g of PBr3 are mixed at 0 C., with stirring, with 20 g of 3-(methylsulphanyl)-1-propanol. The medium is allowed to return to AT and then it is heated at 100 C. for 1 hour. It is allowed to cool to AT and then it is cooled in an ice bath. The medium is taken up in benzene and then is extracted with toluene. The extract is washed with a 1% Na2CO3 solution, with water and then with a saturated NaCl solution. It is dried over MgSO4 and concentrated, and then distillation is carried out to produce 3.6 g of the expected compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,505-10-2, its application will become more common.

Reference:
Patent; Barth, Francis; Congy, Christian; Guillaumont, Carole; Rinaldi, Murielle; Vasse, Fabienne; Vernhet, Claude; US2004/34090; (2004); A1;,
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Synthetic Route of 4541-15-5, Adding some certain compound to certain chemical reactions, such as: 4541-15-5, name is 5-(Benzyloxy)pentan-1-ol,molecular formula is C12H18O2, 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 4541-15-5.

00193] 5-Benzyloxy-pentanoic acid (29)[00194] Jones reagent was added dropwise to an ice cooled solution of 5-benzyloxy-pentan- 1 – ol 28 (5 g, 25.74 mmol) in acetone (170 ml). Addition of the Jones reagent was stopped when the acetone solution acquired a persistent yellow color with the concurrent formation of green chromium salts. The mixture was filtered and concentrated in vacuo to give an oily crude product that was purified by a flash chromatography (EtOAc / hexanes, 1 :3) to give compound 29 (4.98 g, 93%) as a colorless oil: TLC R/= 0.68 (silica gel, 50% EtOAc / hexanes); 1HNMR (400 MHz, CDCl3) delta 7.35-7.31 (m, 5H), 4.502 (s, 2H), 3.51-3.47 (t,3J= 6 Hz, 2H), 2.41-2.36 (t, 3J= 6.8 Hz, 2H), 1.79-1.64 (m, 4H); 13C NMR (75 MHz, CDCl3) 5179.713, 138.651, 128.609, 127.870, 127.795, 73.158, 69.968, 33.915, 29.243, 21.749; HRMS calcd for C12H16O3 + Na+ 231.0997; found 231.0992 [M + Na+].

According to the analysis of related databases, 4541-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF TOLEDO; WO2007/15929; (2007); A2;,
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Related Products of 27489-62-9 , The common heterocyclic compound, 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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.

General procedure: A solution of the desired intermediate 3a-l (0.07 mmol, 1 eq) in 1 mL DMSO was taken in a 5mL sealed reaction vessel, the corresponding amine (trans-4-aminocyclohexanol for 4a-k) (0.212 mmol, 3 eq) then diisopropylethylamine (DIPEA)(0.2l2 mmol, 3eq) was introduced. The reaction vessel was then sealed and heated to 140 C for 12 h, cooled and water (25 mL) was added. The aqueous layer was extracted with ethyl acetate (25 mL X 3), the organic fractions were combined and washed with brine (25mL) and dried over sodium sulfate. Purification with column chromatography (S1O2, 4:96 methanokDCM for 4a-k, 5a,5b,5e and 5: 1 :94 methanol :7M NH3 in methanokDCM for 5c,5d,5f,5g) resulted in the desired products which were further purified by preparative TLC to give the desired compounds 4a-k, 5a-g as light yellow solids. 8-(((lr,4r)-4-hydroxycyclohexyl)amino)-3-methyl-6-(3,6,6-trimethyl-4-oxo- 4,5,6,7-tetrahydro-lH-indazol-l-yl)isoquinolin-l(2H)-one (4a): 22 mg, Yield 70%; NMR (400 MHz, Chloroform -if) d 9.16 (d, J= 7.5 Hz, 1H), 9.05 (s, 1H), 6.51 – 6.40 (m, 2H), 6.09 (s, 1H), 3.74 – 3.59 (m, 2H), 3.31 (d, j= 24.2 Hz, 1H), 2.78 (s, 2H), 2.49 (s, 3H), 2.34 (s, 2H), 2.19 (s, 3H), 2.17 – 2.08 (m, 2H), 2.04 – 1.95 (m, 2H), 1.38 (q, 7= 11.1, 9.9 Hz, 4H), 1.04 (s, 6H). 13C NMR (101 MHz, CDCh) d 193.4, 185.3, 169.7, 165.5, 151.4, 150.0, 149.1, 143.5, 143.2, 142.1, 137.4, 107.3, 105.7, 104.8, 100.3, 69.7, 52.4, 50.2, 37.8, 35.8, 33.5, 29.9, 28.4 (2), 19.0, 13.4. HRMS (ESI) m/z [M+H] calculated for C26H33N4O3, 449.2553, found 449.2566.

The synthetic route of 27489-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF NOTRE DAME DU LAC; BLAGG, Brian; SANKET, Mishra; (0 pag.)WO2019/232223; (2019); A1;,
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Synthetic Route of 4704-94-3, 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 4704-94-3 as follows.

(10a) 1,5,9-trioxaspiro[5.5]undec-3-ylmethanol A mixture of 2-(hydroxymethyl)-1,3-propanediol (3.3 g, 31.1 mmol), tetrahydro-4H-pyran-4-one (3.12 g, 31.2 mmol), p-toluenesulfonic acid monohydrate (268 mg, 1.41 mmol) and benzene (68.3 ml) was refluxed in a round bottom flask equipped with a cooling tube and Dean-Stark for 6 hours. After cooled to room temperature, triethylamine (1 ml) was added to the reaction mixture and the mixture was concentrated. The residue was purified by silica gel column chromatography (silica gel: 200 g, elution solvent: heptane, heptane/ethyl acetate=1/1, 1/3) to obtain the title compound (3.80 g, yield: 64.9%) as a colorless oil. 1H NMR(400 MHz, DMSO-d6) deltappm; 1.67-1.82(5H, m), 3.35-3.42(2H, m), 3.49-3.57(4H, m), 3.65(2H, dd, J=7, 12 Hz), 3.86(2H, dd, J=4, 12 Hz), 4.56(1H, t, J=5 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4704-94-3, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; US2007/10542; (2007); A1;,
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Reference of 6850-65-3, 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. 6850-65-3, name is 4-Aminocyclohexan-1-ol(isomers mixture), molecular formula is C6H13NO, 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 4-aminocyclohexanol (23 g,0.2 mol) and Et3N (60 g, 0.6 mol) in THF (230 mL) was added (Boc)20 (87 g, 0.4 mol). The resulting solution was stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue was extracted with EtOAc (3 x 200 mL). The combined organic layers were washed with water (2 x 200 mL) and brine (200 mL), dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel using DCMI MeOH (V:V, 20:1) to afford the desired product as a white solid. MS: 216.2 (M+1).

According to the analysis of related databases, 6850-65-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; POPOVICI-MULLER, Janeta; TRAVINS, Jeremy M.; CAI, Zhenwei; CUI, Dawei; ZHOU, Ding; WO2015/10626; (2015); A1;,
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