Day: November 20, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

Example 96 N-[4-(dimethylphosphoryl)phenyl]-N?-(tetrahydrofuran-2-yl)-1,3,5-triazine-2,4-diamine (0697) (0698) To a solution of 4-chloro-N-[4-(dimethylphosphoryl)phenyl]-1,3,5-triazin-2-amine (prepared as in Example 92: 0.12 mmol) in 2 mL of ethanol is added 50 muL of triethylamine and (s)-3-aminotetrahydrofuran hydrochloride salt (14 mg, 0.12 mmol). The mixture can be microwaved at 120 degrees until formation of the desired compound. The reaction mixture is filtered through a syringe filter and purified by prep-HPLC., 204512-95-8

As the paragraph descriping shows that 204512-95-8 is playing an increasingly important role.

Reference£º
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (2015); 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

A solution of tetrahydro-3-furanmethanol (0.14 ml_, 1 .42 mmol), triethylamine (0.2 ml_, 1 .42 mmol) in THF (4 ml.) was prepared in a round bottom flask under inert atmosphere. The mixture was cooled to 0C and freshly prepared oleoyl chloride (212 mg, 0.7 mmol) in THF (4 ml.) was added via cannula. After stirring for overnight at RT, the mixture was worked up by addition of distilled water (6 ml_). The product was extracted with ethyl acetate (3 x 15 ml_), dried over MgS04 and purified by column chromatography on Si02. (petroleum ether/ ethyl acetate (5:1 ), Rf = 0.70), m= 236.1 mg. Aspect: colorless oil. yield: 93 %. 1H NMR (500 MHz, CDCI3) d (ppm): 5.34 (qd, 2H, J = 1.9 Hz, J = 3.9 Hz), 4.09 (dd, 1 H, J = 6.5 Hz, J = 10.9 Hz), 3.97 (dd, 1 H, J = 8.0 Hz, J = 10.9 Hz), 3.90-3.82 (m, 2H), 3.79-3.71 (m, 1 H), 3.56 (dd, 1 H, J = 5.6 Hz, J = 8.8 Hz), 2.62-2.51 (m, 1 H), 2.30 (t, 2H, J = 7.5 Hz), 2.08-1.96 (m, 5H), 1 .67-1 .57 (m, 4H), 1 .37-1.20 (m, 19H), 0.88 (t, 3H, J = 6.9 Hz). 13C {1 H} NMR (126 MHz, CDCI3) d (ppm): 173.77, 130.00, 129.71 , 70.54, 67.70, 65.66, 38.26, 34.25, 31.89, 29.75, 29.67, 29.50, 29.30 (2x), 29.14, 29.10, 29.08, 28.94, 27.20, 27.14, 24.95, 22.66, 14.09., 124391-75-9

As the paragraph descriping shows that 124391-75-9 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITE DE BOURGOGNE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); KHAN, Naim; JUGE, Sylvain; HICHAMI, Aziz; BAYARDON, Jerome; MANGIN, Floriane; KHAN, Amira; (0 pag.)WO2019/228994; (2019); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 155 (0475) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.17 g, 1.22 mmol) and triethylamine (0.12 g, 1.22 mmol) were added to chloroform (amylene addition product) (6 mL). 5-(3-Phenoxybenzyl)isoxazole-3-carboxylic acid (0.30 g, 1.02 mmol), 1-hydroxybenzotriazole (0.01 g, 0.10 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.23g, 1.22 mmol) were added to the mixture at room temperature, and the mixture was stirred overnight. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted twice with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.31 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-phenoxybenzyl)isoxazole -3-carboxamide (hereinafter, referred to as Compound of Present Invention (163)) represented by the following formula. 1H-NMR ( CDCl3, TMS, delta(ppm)):1.62-1.71(1H, m), 2.03-2.11(1H, m), 2.51-2.61(1H, m), 3.43-3.46(2H, m), 3.56-3.59(1H, m), 3.73-3.79(1H, m), 3.82-3.94(2H, m), 4.08(2H, s), 6.41(1H, s), 6.90-7.02(6H, m), 7.10-7.14(1H, m), 7.28-7.37(3H, m), 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Preparation c-128 Tetrahydro-furan-2-carboxylic acid amide To a solution of tetrahydro-furan-2-carboxylic acid (2.42 g, 20.82 mmol) in anhydrous tetrahydrofuran (120 mL), under an atmosphere of nitrogen at 0 C., was added triethylamine (8.5 mL, 61.23 mmol) and ethyl chloroformate (2.4 mL, 25.10 mmol). White precipitation formed after the addition of ethyl chloroformate and the resulting mixture stirred for 45 minutes at 0 C. Ammonia gas was bubbled into the solution for 2 hours and the gas source removed. The reaction mixture was then allowed to warm to ambient temperature and stirred for 16 hours. The solution was adjusted to pH 1 by addition of 1 N hydrochloric acid, and then extracted with ethyl acetate (3*50 mL). The combined organic extracts were dried (anhydrous magnesium sulfate), filtered, and concentrated in vacuo to give the crude product. The residue was purified by flash column chromatography (hexanes to 10% ethyl acetate/hexanes) to afford the title compound (0.97 g, 41%) as a white solid. LRMS (m/z): 116 (M+H)+. 1H NMR (CDCl3, 300 MHz): 4.35 (1H, dd, J=8.5, 5.8 Hz), 3.92 (2H, m), 2.18 (2H, m), 1.90 (2H, m).

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc; US2005/187266; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 5 (0316) 1-Methyl-3-pentyl-1H-pyrazole-5-carboxylic acid (1.82 g, 10 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (1.38 g, 10 mmol), triethylamine (1.01 g, 10 mmol) and 1-hydroxybenzotriazole (0.15 g, 1.0 mmol) were added to chloroform (amylene addition product) (60 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.92 g, 10 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 2.61 g of N-(tetrahydrofuran-3-ylmethyl)-1-methyl-3-pentyl-1H-pyrazol e-5-carboxamide (hereinafter, referred to as Compound of Present Invention (5)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.90(3H, t), 1.29-1.39(3H, m), 1.59-1.72(5H, m), 2.05-2.14(2H, m), 2.53-2.62(2H, m), 3. 42 (2H, t), 3.61-3.63(1H, m), 3.74-3.76(1H, m), 3.79-3.85(1H, m), 3.92-3.94(1H, m), 4.11(3H, s), 6.15(1H, br s), 6.26(1H, s), 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); 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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

Lithium l-benzyl-2-(l,5-dimethyl-6-oxo-l,6-dihydropyridin-3-yl)-lH-imidazole-4- carboxylate (for an example preparation, see Intermediate 13, 10 mg, 0.030 mmol) was added to a vial containing a stirrer bar, and dissolved in DMF (0.25 mL). HATU (12.70 mg, 0.033 mmol) was added, and the reaction mixture stirred under an atmosphere of nitrogen at RT for lh. A solution of rac-tetrahydrofuran-3-amine (5.29 mg, 0.061 mmol) and DIPEA (10.61 muIota, 0.061 mmol) in DMF (0.25 mL) was added, and the reaction stirred for a further lh. The sample was diluted to 0.9 mL with methanol and purified by MDAP (Method B). The solvent was evaporated in vacuo to give the title compound as a colourless oil (8.0 mg, 0.02 mmol, 67percent). LCMS (System B): tRET = 0.75 min; MH+ 393., 88675-24-5

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; BAXTER, Andrew; BIT, Rino, Antonio; BROWN, John, Alexander; HIRST, David; HUMPHREYS, Philip; JONES, Katherine, Louise; PATEL, Vipulkumar, Kantibhai; (124 pag.)WO2018/41964; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-34-3, Ethyl tetrahydrofuran-2-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 229 – Preparation of Intermediate 56 The synthesis of Intermediate 56 followed the procedure of General Procedure 2 following: Intermediate 55 Intermediate 56 To a cooled (0C) solution of ethyl tetrahydrofuran-2-carboxylate (Intermediate 55, 6 g, 41.66 mmol in THF (100 mL), dry acetonitrile (3.4 mL, 83.33 mmol) was added. After 10 min, LHDMS (1M in THF, 13.9 g, 83.3 mmol) was added. After stirring at 0C for 2 hours, the mixture was quenched with saturated citric acid solution until pH=5 and extracted into Ethyl acetate (3 x 200 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to give 3-oxo-3-(tetrahydrofuran-2-yl)propanenitrile (Intermediate 56, 7.5 g, yield: 99%) as an oily residue that was used without further purification into the next step. m/z 140.02 [M+H]+; TLC System: 10% Methanol- dichloromethane; Rf-0.4., 16874-34-3

As the paragraph descriping shows that 16874-34-3 is playing an increasingly important role.

Reference£º
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; ESTIARTE-MARTINEZ, Maria de los Angeles; KITA, David Ben; SHIAU, Timothy Philip; (340 pag.)WO2016/138532; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

4100-80-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.

EXAMPLE II Preparation of 4-(5,8-methano-5,6,7,8-tetrahydro-2-naphthyl)-4-oxo-2-methyl butyric acid Compound of formula I where A=–CH2 –2, R1,R3 =–CH2 –, R2 =R4 =H, R5 =R6 =H, R’,R”=oxo, R7 =OH and R8 =CH3 To a suspension of 13.33 g (0.1 mole) of anhydrous aluminum chloride in 70 cm3 of dry dichloromethane, stirred at ambient temperature, there is slowly added, over about a 30 minute period, an equimolar solution of 7.11 g (0.05 mole) of 1,4-methano-1,2,3,4-tetrahydronaphthalene and 5.7 g (0.05 mole) of methylsuccinic anhydride in 50 cm3 of dry dichloromethane. At the end of the addition, the reaction mixture is stirred for 1 additional hour at ambient temperature, and it is then poured into 100 cm3 of ice water. The organic phase is decanted and the aqueous phase is again extracted twice with 100 cm3 of dichloromethane. The dichloromethane phases are washed with water, dried on sodium sulfate and then evaporated to dryness. The resulting crude oil is crystallized by trituration in 100 cm3 of tepid hexane. After filtration, the resulting beige solid is recrystallized in 120 cm3 of a 90/10 hexane/acetone mixture, thereby yielding 5.1 g of white crystals which are taken up in 50 cm3 of isopropyl ether, filtered and again recrystallized in 80 cm3 of a 60/40 isopropyl ether/hexane mixture. After drying, 1.7 g of 4-(5,8-methano-5,6,7,8-tetrahydro-2-naphthyl)-4-oxo-2methyl butyric acid in the form of a white solid whose melting point is 148¡ã C. are obtained. The NMR1 H 250 MHz and 13 C spectra conform to the expected structure.

The synthetic route of 4100-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Societe Anonyme Dite: L’Oreal; US5068393; (1991); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4,97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: NaH (38.5 mg, 0.96 mmol (60% in mineral oil)) was added to a 50 ml round-bottom flask and dry DMF was added.(DMF will not dissolve NaH but it will be a suspension). To this mixture was added 2-fluoroethanol (18.50 mg, 0.29 mmol) at room temperature, and the mixture wasstirred for 10 min.To the suspension was added 2-(3-(5-fluoropyridin-3-yl)phenyl)imidazo[1,2-a]pyridine-8-carboxamide (80 mg, 0.24 mmol), and the resulting mixture was heated at 100C for 2 hr.The DMF was evaporated, and the crude material was purified by silica gel column chromatography eluting with 0-20% MeOH/DCM. The material thus produced was further purified by Gilson Prep HPLC to obtain desired product 2-(3-(5-(2-fluoroethoxy)pyridin-3-yl)phenyl)imidazo[1,2-a]pyridine-8-carboxamide (15.00 mg, 16.56 %).

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ramachandran, Sreekanth; Panda, Manoranjan; Mukherjee, Kakoli; Choudhury, Nilanjana Roy; Tantry, Subramanyam J.; Kedari, Chaitanya Kumar; Ramachandran, Vasanthi; Sharma, Sreevalli; Ramya; Guptha, Supreeth; Sambandamurthy, Vasan K.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 17; (2013); p. 4996 – 5001;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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

Pyridinium chlorochromate (6.5 g, 30 mmol, 1.5 equiv) was dissolved in 100 ml DCM at rt. Tetrahydro-3-furanol (1.6 ml, 20 mmol, 1 equiv) was added dropwise. 4 A molecular sieves (16 g) and glacial acetic acid (2 ml) were respectively added. The reaction mixture was stirred at rt overnight. A generous amount of Celite ? 545 was added and the solvent was removed by reduced pressure. The residue was then passed through a Celite ? 545 plug (10percent dichloromethane/diethyl ether) and the solvent was removed in vacuo. The residue was then purified by flash column chromatography (10percent dichloromethane/diethyl ether) to afford 3.45 (60percent yield). Spectral data correspond to that reported.24 1H NMR (400 MHz, CDCI3): delta 4.24 (t, J = 7.3 Hz, 2 H), 3.86 (s, 2 H), 2.48 (t, J = 7.3 Hz, 2 H).

As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Patent; THE GOVERNORS OF THE UNIVERSITY OF ALBERTA; HALL, Dennis; GODBOUT, Roseline; KWOK, Samantha; (121 pag.)WO2018/132905; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem