Day: October 27, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 5; [00113] Preparation of Alfuzosin[00114] To a solution of tetrahydrofuroic acid (5.97 g) in methylene chloride (100 ml) was added thionyl chloride (3.75 ml). After 30 minutes of stirring, N-(4-amino-6,7- dimethoxy-2-quinaaolinyl)-N-methyl-l,3-propanediamine (10.0 g) was added and charged to the reaction mass. To this reaction mass was added triethyl amine, and maintained for about 90 minutes to about 105 minutes. On completion of the reaction as determined by TLC, the reaction mass was filtered to separate the insoluble triethylamine (“TEA”) hydrochloride and the solvent was evaporated at a temperature ranging from about 400C to about 45C under vacuum, to obtain gummy mass. To the gummy mass, isopropyl alcohol (50 ml) was charged and heated to a temperature ranging from about 550C to about 600C and stirred at the same temperature for about 30 to about 35 minutes. The mass was cooled to room temperature. The product was isolated by filtration, washed with isopropyl alcohol (10.0 ml). Wet product was dried at a temperature ranging from about 500C to about 55C to obtained crude alfuzosin (7.8gm). [00115] Purity( by HPLC): Greater than 99.6%, 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLENMARK PHARMACEUTICALS LIMITED; WO2006/90268; (2006); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 3-[4-(4-methylpiperazin-1-yl)phenyl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,5-dihydro-6H-pyrazolo[4,3-c]pyridin-6-one (15.0 mg, 0.034 mmol, Example 1, Step 3), iodocyclohexane (7.2 mg, 0.034 mmol) and cesium carbonate (33.4 mg, 0.102 mmol) in N,N-dimethylformamide (2.0 mL) was stirred at 80 C. for 18 h. After cooling to room temperature, the mixture was concentrated in vacuo. The crude mixture was then dissolved in DCM (2.0 mL) and TFA (2.0 mL) was added dropwise at room temperature. After stirring for 2 h, the mixture was concentrated in vacuo. The crude mixture was dissolved in MeOH (3.5 mL) and 10% aqueous NH4OH (1.5 mL) was added. The mixture was purified with prep-LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% TFA, at flow rate of 60 mL/min) to give the desired product. LCMS calculated for C23H30N5O (M+H)+: m/z=392.2; Found: 392.3. This compound was prepared according to the procedures described in Example 9, using 3-bromotetrahydrofuran instead of iodocyclohexane as starting material. LCMS calculated for C21H26N5O2 (M+H)+: m/z=380.2; Found: 380.3., 19311-37-6

19311-37-6 3-Bromotetrahydrofuran 12929516, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Incyte Corporation; Ye, Qinda; Liu, Kai; Pan, Jun; Sokolsky, Alexander; Vechorkin, Oleg; Yao, Wenqing; (40 pag.)US2018/72719; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[Example 42]; Production of 2-mercapto-4-butyrolactone (using Na2S); 144 g (0.6 mol) of sodium sulfide nonahydrate (manufactured by JUNSEI CHEMICAL Co., Ltd.) were dissolved in a mixed solvent of 34 g of 1, 2-dimethoxyethane (Guaranteed Reagent; manufactured by JUNSEI CHEMICAL Co., Ltd.) and 34 g of purified water (which had been distilled and passed through an ion exchange filter) at room temperature. While theresultant solution was cooled with ice (to 100C or less) and under normal pressure (about 0.10MPa), 79 g of hydrochloric acid (GUARANTEED REAGENT, 35% to 37%; manufactured by JUNSEI CHEMICAL Co., Ltd.) were added with stirring the solution to adjust the pH of the solution to 8.9. While cooling thesolution to maintain the temperature of the solution at 100C or less, 34 g (0.2 mol) of 2-bromo-4-butyrolactone (manufactured by Tokyo Chemical Industry Co. , Ltd. ) were added dropwise into the solution over approximately 20 minutes. The reaction solution after the completion of the dropwise addition was stirred for 2 minutes. The pH of the reaction solution was within the range of 7.5 to 8.9 from when the dropwise addition of 2-bromo-4-butyrolactone was initiated to the stirring after the dropwise addition was completed.Thereafter, while cooling the solution to 100C or less, 24 g of hydrochloric acid were added to the solution over approximately 5 minutes to adjust the pH of the solution to 4.0. An inorganic salt deposited in the solution was removed by suction-filtration, and 20 g of ethyl acetate (Guaranteed Reagent; manufactured by JUNSEI CHEMICAL Co. , Ltd. ) were added to the resultant filtrate to extract the organic phase. The resultant aqueous phase was reextracted with 34 g of ethyl acetate. These extracted organic phases were combined and the resultant organic phase was concentrated and purified by distillation under a reduced pressure to give 17 g of2-mercapto-4-butyrolactone (having a boiling point of 94C/0.3 kPa; with a yield of 72%) .

5061-21-2, As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Patent; SHOWA DENKO K.K.; WO2007/139215; (2007); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Example 15 (R)-1-Methyl-N-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N4-(tetrahydrofuran-3-yl)-1H-pyrazole-4,5-dicarboxamide A mixture of 1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid (100 mg, 276 mumol), (R)-tetrahydrofuran-3-ylamine4-methylbenzenesulfonate (143 mg, 552 mumol), diisopropylethylamine (193 mul, 1.1 mmol) and propylphosphonic anhydride (50% in ethyl acetate, 407 mul, 690 mumol) in tetrahydrofurane (7 ml) is refluxed for 18 hours. The solvent is evaporated and to the residue is added sat. aqueous sodium hydrogencarbonate solution. The mixture is stirred for 20 minutes while a white solid precipitates. The solid is collected by filtration, washed with diethylether and dried affording (R)-1-methyl-N-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N4-(tetrahydrofuran-3-yl)-1H-pyrazole-4,5-dicarboxamide (114 mg, 95.7%) as a white solid. mp.: >250 C. MS: m/z=432.3 (M+H+)., 111769-27-8

As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; Flohr, Alexander; Gobbi, Luca; Groebke Zbinden, Katrin; Koerner, Matthias; Peters, Jens-Uwe; US2012/142665; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 264 (0585) 5-(4-Methyl-2,3,5,6-tetrafluorobenzyloxymethyl)isoxaz ole-3-carboxylic acid (0.29 g, 0.9 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.21 g, 1.5 mmol), triethylamine (0.15 g, 1.5 mmol) and 1-hydroxybenzotriazole (0.01 g, 0.1 mmol) were added to chloroform (amylene addition product) (2.5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.23 g, 1.2 mmol) was added to the mixture at room temperature, and the mixture was stirred at room temperature overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated saline water and dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.06 g of N-(tetrahydrofuran-3-ylmethyl)-5-(4-methyl-2,3,5,6-tetraflu orobenzyloxymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (273)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.74 (1H, m), 2.04-2.15 (1H, m), 2.29(3H, s), 2.53-2.65 (1H, m), 3.47(2H, t), 3.61 (1H, dd), 3.74-3.82(1H, m), 3.84-3.97(2H, m), 4.68(2H, s), 4.71 (2H, s), 6.76 (1H, s), 7.01 (1H, br s)

184950-35-4, 184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate (897 mg, 3.86 mmol) (Aldrich) and triethylamine (1.2 ML, 870 mg, 8.49 mmol) (Aldrich) in dioxane (20 ML) was treated with (R)-3-aminotetrahydrofuran p-toluene-sulfonic acid salt (1.0 g, 3.86 mmol) (Fluka).The mixture was stirred at reflux for 1 hour, then cooled and partitioned between brine and ethyl acetate.The organic layer was dried over sodium sulfate, filtered, concentrated and the residue was purified by chromatography with a silica gel column using a 0-100% ethyl acetate in hexanes gradient to give (R)-2-methylsulfanyl-4-(tetrahydrofuran-3-ylamino)-pyrimidine-5-carboxylic acid ethyl ester as a colorless viscous oil. (Yield 1.0 g, 92%). HRMS m/z calcd for C12H17N3O3S [M+]: 283.0991. Found: 283.0989.

111769-27-8, The synthetic route of 111769-27-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chen, Yi; Dermatakis, Apostolos; Liu, Jin-Jun; Luk, Kin-Chun; Michoud, Christophe; Rossman, Pamela Loreen; US2004/204427; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

2,2-Dimethylsuccinic anhydride (2 g, 8×2 mmol) was added to a stirred mixture of dihydrobetulinic aldehyde (1 g, 2 mmol) and A- dimethylaminopyridine (2.2 g, 8×2 mmol) in anhydrous pyridine 15 mL at room EPO temperature. The reaction mixture was stirred for 48 hours at 60 C and cooled down to room temperature. The mixture was diluted with 5percent HCl solution (50 mL), the off-white precipitate was filtered off, washed with water (2x 20 mL) and dried. Washing with hot methanol gave white solids (0.83 g, 67percent total yield).1H NMR (CDCl3): delta 9.63 (s, IH), 4.5 (dd, J1 = 10.1 Hz, J2 = 5.5 Hz, IH), 2.6 (m, 2H), 2.25-0.6 (m, 53H)., 17347-61-4

As the paragraph descriping shows that 17347-61-4 is playing an increasingly important role.

Reference£º
Patent; REGENTS OF THE UNIVERSITY OF MINNESOTA; WO2006/105356; (2006); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tetrahydro-3-furanmethanol (6.2 g, 60.8 mmol) in 60 mL tetrahydrofuran was added p-toluenesulfonyl chloride (11.6 g, 60.9 mmol) in one portion, followed by the drop-wise addition of triethylamine (9.2 mL, 66.4 mol) over 10 min. The resulting mixture was stirred at reflux for 16 h and then treated with triethylamine (1.6 mL, 11.5 mmol). Heating was continued for an additional 18 h. The cooled mixture was diluted with diethyl ether, washed with water and brine, and dried over MgSO4. The mixture was then filtered and concentrated under reduced pressure. The resulting residue was placed on a column of silica gel (30 g) and eluted with 5% to 80% ethyl acetate in hexanes to give 11.0 g (72%) of the title compound as an orange oil.1H NMR (CDCl3) delta 7.79 (m, 2H), 7.36 (m, 2H), 3.88-4.04 (m, 2H), 3.64-3.84 (m, 3H), 3.50 (dd, IH), 2.53-2.67 (m, IH), 2.46 (s, 3H), 1.96-2.05 (m, IH), 1.50-1.64 (m, IH)., 124391-75-9

The synthetic route of 124391-75-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2009/61761; (2009); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

97-99-4, j00431j To a solution of (R)-1-(tetrahydrofuran-2- yl)-methanol (0.50 g, 4.9 mmol), and DIPEA (2.56 mL, 14.7 mmol) in methylene chloride (20 mL) at 0 C was added methanesulfonyl chloride (398 jiL, 5.14 mmol). After 1 h at 0 C, the reaction was stirred at room temp over night (16 h) then quenched with H20 (20 mL), extracted with DCM (3 x 30 mL). The combined organic layers were washed with H20, dried (Na2504) and concentrated to give 551 mg (62%) of crude product. This material was used for next step without purification.

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; CEPHALON, INC.; BECKNELL, Nadine, C.; DANDU, Reddeppa, Reddy; DORSEY, Bruce, D.; GOTCHEV, Dimitar, B.; HUDKINS, Robert, L.; WEINBERG, Linda; ZIFICSAK, Craig, A.; ZULLI, Allison, L.; (411 pag.)WO2016/205633; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

453-20-3, 3-Hydroxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 1 L flask, 3-tetrahydrofuran (3-OH-THF, 60.6 g, 0.68 mol, 1 equ.) was charged, followed by DCM (620 mL) and TEMPO(1.08 g, 0.0069 mol, 0.01 equ.) The solution was cooled to -5 ¡ãC. To which TCCA (159.6 g, 0.68 mol, 1 equ.) was added in portions controlling the tern- perature around -5 ¡ãC to 0 ¡ãC. The resulting mixture was allowed to warm to rt and monitored by GC-MS, Reaction was finished in 1 h to give 95percent yield (GC areapercent)., 453-20-3

The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Boehringer Ingelheim International GmbH; XING, Lidong; DONG, Weitong; LU, Jun; SCHOLZ, Ulrich; YAN, Jun; YANG, Jinsong; US2014/275579; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem