Day: November 24, 2020

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 260 (0581) 5-(2,3,5,6-Tetrafluorobenzyloxymethyl)isoxazole-3-car boxylic acid (0.18 g, 0.6 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 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-(2,3,5,6-tetrafluorobenzyl oxymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (269)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.73 (1H, m), 2.05-2.14 (1H, m), 2.52-2.63 (1H, m), 3.47 (2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95 (2H, m), 4.70 (2H, s), 4.72 (2H, dt), 6.76 (1H, s), 6.94 (1H, br s), 7.04-7.16 (1H, m)

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

118399-28-3, (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

16. Synthesis of intermediate 5d (0404) Exact Mass: 418.26 (0405) (0406) 4 (0407) [00139] To the solution of intermediate 4 (6.5 g, 27.7 mmol) in THF (60 mL) was added d (5.0 g, 27.7 mmol), and the solution was stirred at room temperature overnight. After completion of the reaction, the solvent was removed in vacuo, the residue was purified by chromatography column (PE/EA = 1/1) to afford intermediate 5d (7.6 g, 66%) as yellow oil. MS (M+H)+ 419.4 7., 118399-28-3

118399-28-3 (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate 697924, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; MERRIMACK PHARMACEUTICALS, INC.; DRUMMOND, Daryl, C.; GENG, Bolin; KIRPOTIN, Dmitri, B.; TIPPARAJU, Suresh, K.; KOSHKARYEV, Alexander; (125 pag.)WO2017/123616; (2017); A1;,
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112372-15-3, Furo[2,3-c]pyridine-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a flask containing furo[2,3-c]pyridine-2-carboxylic acid (2.50 g, 1 .8 mmol), was added thionyl chloride (20 ml), followed by a few drops of DMF. The reaction mixture was heated at 85 C for 2 h. The mixture was then cooled to rt and concentrated under vacuum. The crude furo[2,3-c]pyridine-2-carbonyl chloride was suspended in methylene chloride (30 mL), then treated with a solution of benzylamine (1 .35 ml, 12.4 mmol) and triethylamine (4.81 mL, 27 5 mmol) in methylene chloride (10 mL). The reaction mixture was stirred at rt for 24 h and then washed with a saturated solution of aqueous sodium bicarbonate, dried over MgSO. , and concentrated to dryness under vacuum to give the crude title product as yellow solid (3.60 g, 1 00%). NMR (400 MHz, DMSO-112372-15-3

The synthetic route of 112372-15-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); A1;,
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19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl 6hydroxypyrazoio[1,5-aipyridine-3-carboxy1ate (0.200 g, 1.04 mrnol) was suspended in MeCN (10 rnL), then 3-bromotetrah drofuran (0.131 mL, 1.35 mniol), K2COS (0575 g, 416 mmol) and 1-120 (0.667 rnL) were added. The reaction mixture was stirred under microwave irradiation at 120 C for 30 mm, The reaction mixture wasconcentrated under reduced pressure, the residue dissolved in MeOH (4 rnL)/THF (4 mL), and IM LiOH (4.16 mL, 4.16 mniol) was added. The reaction mixture was stirred under microwave irradiation at 150 C for 15 mm. The reaction mixture was acidified with TFA. filtered, and purified by reverse phase HPLC to afford 6-((tetrahydrofuran-3- y1)oxv)pyrazoIoI.5ajpyridine-3-carboxviic acid (0.155g. 60 %yieid) as an off-whitesolid. MS (ESI) m/-: 249.0 (M-FH)t ?FT NMR (500MHz. DMSO-d6) oe ppm 12.36 (hr s.1H), 8.58 (d. J=i.7 Hz, 1H), 8.30 (s, 1H), 7.96 (d. J=9.6 Hz, IH), 7.34 (dd, J=9.6, 2.2 Hz, IH), 5.12 (ddt, J=6.1, 4.0, 1.7 Hz, IH), 3.93-3.83 (rn. 3H), 377 (td, J=S4, 4.4Hz, 1H), 232 2.20 (n, 1H), 2.09 – 1.98 (m, 11-1).

19311-37-6, The synthetic route of 19311-37-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; LADZIATA, Vladimir; DELUCCA, Indawati; PINTO, Donald, J., P.; ORWAT, Michael J.; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; YANG, Wu; SHAW, Scott A.; GLUNZ, Peter W.; PANDA, Manoranjan; (612 pag.)WO2017/123860; (2017); A1;,
Tetrahydrofuran – Wikipedia
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42417-39-0, 3-Aminodihydrofuran-2(3H)-one hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42417-39-0

The reactor was charged with 0.5 g of HSL.HCl and 6.5 g of water as a reactant. An Fe (NO3) 3 catalyst was added to the reactor in the ratio shown in Table 5 below to carry out the deamination reaction of HSL ¡¤ HCl. The reaction conditions were 25 C and 1 atm. The product was partially recovered and the components were analyzed. The results are shown in Table 5 below.

As the paragraph descriping shows that 42417-39-0 is playing an increasingly important role.

Reference£º
Patent; CJ CHEILJEDANG CORPORATION; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; YANG, YOUNG RYEOL; KIM, BYUNG SIK; KIM, JEONG HYUN; LEE, JUNG HO; SHIN, HYUN KWAN; KIM, JU NAM; CHO, KYUNG HO; (40 pag.)KR2015/118287; (2015); A;,
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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.

Step G: Intermediate 27-1To a solution of the intermediate 26-1 (26 mg, 0.037 mmol) in anhydrous pyridine (2 mL) were added DMAP (22.42 mg, 0.184 mmol) and 3,3-dimethyldihydro-2,5- furandione (47 mg, 0.367 mmol). After it was stirred at 80 ¡ãC overnight, the reaction mixture was diluted with EtOAc (30 mL). The organic phase was washed with aqueous HC1 (2 N, 10 mL), brine (20 mL), dried over sodium sulfate and evaporated to dryness in vacuo to give a residue, which was purified by column chromatography on silica gel (Hex:EtOAc 4: 1) to afford the intermediate 27-1 (15 mg, 48.9 percent) as a white foam. LC/MS: m/z calculated 835.4, found 858.4 (M + Na)+.

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

Reference£º
Patent; GLAXOSMITHKLINE LLC; GAO, Daxin; HAN, Nianhe; JIN, Zhimin; NING, Fangxian; TANG, Jun; WU, Yongyong; YANG, Heping; WO2011/100308; (2011); A1;,
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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 54 (0369) 2-Butyloxazole-5-carboxylic acid (0.10 g, 0.6 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.12 g, 0.9 mmol), triethylamine (0.09 g, 0.9 mmol) and 1-hydroxybenzotriazole (0.01 g, 0.1 mmol) were added to chloroform (amylene addition product) (1.2 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.14 g, 0.7 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight. Then, water was added thereto, and the mixture was extracted three times 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 0.13 g of N-(tetrahydrofuran-3-ylmethyl)-2-butyloxazole-5-carboxamide (hereinafter, referred to as Compound of Present Invention (59)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.95(3H, t), 1.36-1.45(2H, m), 1.63-1.80(3H, m), 2.03-2.13(1H, m), 2.50-2.63(1H, m), 2.76(2H, t), 3.37-3.50(2H, m), 3.59(1H, dd), 3.73-3.80(1H, m), 3.84-3.94(2H, m), 7.02(1H, brs), 8.08(1H, 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

915095-89-5,915095-89-5, (S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Take (S)-3-(4-(5-bromo-2-chlorobenzyl)phenoxy) tetrahydrofuran 183kg,400kg anhydrous THF/toluene (1:4) was added to the nitrogen-dried 3000 litre reactor.The liquid nitrogen was cooled to -78, and hexane solution of 1. 6 mol¡¤L-1 n-butyllithium was slowly added dropwise.Stirring was continued at this temperature for 1 h; 600 kg of a 2,3,4,6-tetra-O-trimethylsilyl-D-glucono-lactone (256 kg) in toluene solution cooled to -78C was slowly added dropwise to the above 600 kg. In the reaction solution,-78 reaction for 3 h, after the basic reaction of TLC detection is completed,At this temperature is added 500kg of methanesulfonic acid in methanol solution (methanesulfonic acid 225kg + methanol 275kg);The reaction was stirred at 0 C 4h, and then warmed to 40 C stirred reaction 6h;5 mol?L-1 sodium hydroxide aqueous solution was added to the reaction solution, and the pH was adjusted to 7-8; stirring for 30 min,Extract with ethyl acetate (300kg¡Á2)The organic phase is washed with saturated aqueous sodium chloride solution until neutral, then dried over anhydrous sodium sulfate and filtered.The filtrate was concentrated to dryness to give 208 kg of a light yellow viscous oil with a yield of 87%.

915095-89-5 (S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran 15941217, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Jiangsu Engineering Polytechnic College; Feng Chengliang; Yan Bin; (12 pag.)CN107652278; (2018); A;,
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88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To (2-bromo-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-yl)(4,7,difluoro- 1 H-indol-2-yl)methanone (0.030 g, 0.753 mmol) was added tetrahydrofuran-3-amine (1.0 ml, 5.81 mmol). The mixture was stirred at 80¡ãC for 7 days. The mixture was cooled, then purified directly by basic reverse phase HPLC to give the desired product (0.114 g, 35percent yield)Rt (Method A) 3.15 mins, m/z 405 [M+H]., 88675-24-5

Big data shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (2019); A1;,
Tetrahydrofuran – Wikipedia
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97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

97-99-4, In a round bottom flask was placed (R)-(tetrahydro-furan-2-yl)-methanol (prepared as in PCT WO 2003/095438 A1, Example 3, 4.65 g, 45.5 mmol), methylene chloride (100 mL) and triethylamine (8.4 mL, 60.6 mmol) and it was cooled to 0 C. To this cooled solution was then added a solution of p-toluenesulfonyl chloride (10.4 g, 54.6 mmol) in methylene chloride (30 mL) dropwise. Once the addition was complete the reaction was then warmed to 25 C. and stirred for 16 h. The reaction was then diluted with water (50 mL) and extracted with methylene chloride (3¡Á30 mL). The combined organic extracts were then dried over sodium sulfate, filtered and concentrated in vacuo. Purification on an AnaLogix Intelliflash system (80 g column, 3% ethyl acetate/hexanes to 40% ethyl acetate/hexanes) afforded toluene-4-sulfonic acid tetrahydro-furan-2(R)-ylmethyl ester (8.37 g, 72%) as a clear colorless oil: [alpha]32589=-14.4 (c=0.72, methylene chloride); ES-HRMS m/e calcd for C12H16O4S (M+H)+ 257.0842, observed 257.0841; 1H NMR(300 MHz, CDCl3) delta ppm 1.95-2.08 (m, 1 H, CH of CH2), 2.14-2.40 (m, 3 H, CH2 and CH of CH2), 4.02-4.19 (m, 2 H, OCH2), 4.29-4.49 (m, 3 H, OCH and OCH2), 7.69 (d, J=8.0 Hz, 2 H, Ar), 8.15 (d, J=8.0 Hz, 2 H, Ar).

As the paragraph descriping shows that 97-99-4 is playing an increasingly important role.

Reference£º
Patent; Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Sarabu, Ramakanth; Tran, Chinh Viet; Vourloumis, Dionisios; US2008/21032; (2008); A1;,
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