Heterocyclic Building Blocks-benzodioxan

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO279,mainly used in chemical industry, its synthesis route is as follows.,274910-19-9

(2, 3-Dihydrobenzor1, 41dioxin-5-yl)-chloromethane; Dissolve (2,3-Dihydrobenzo [1, 4] dioxin-5-yl) methanol (1.8 g, 10.8 mmol) in dichloromethane (15 mL). Add neat thionyl chloride (2 mL, 27.4 mmol) dropwise to the stirring reaction mixture at 25C under nitrogen. Stir the reaction for 15 minutes and concentrate under reduced pressure to obtain 2.0 g (100%) of the desired compound as a yellow oil. HRMS : m/z = 184.0290 (M)

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,belong benzodioxans compound

Reference£º
Patent; ELI LILLY AND COMPANY; WO2003/76442; (2003); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-54-0

Compound 235, N-(2-chloro-5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)phenyl)-2-methylquinoline-6-carboxamide[00326] To a suspension of 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (1 .271 g, 7.06 mmol) in dry DCM (20 mL), DMF (1 .234 muIota, 0.016 mmol) and oxalyl chloride (0.651 mL, 7.70 mmol) were added dropwise and the resulting green solution was allowed to stir at 20 ¡ãC for 3 hours after which it was concentrated under vacuum to afford a dry pale green solid. The solid was dissolved in pyridine (20.00 mL) and Lambda/-(5- amino-2-chlorophenyl)-2-methylquinoline-6-carboxamide (2.00 g, 6.42 mmol) was added in one portion. The resulting dark yellow suspension was allowed to stir for 2 hours after which it was poured onto water and the yellow precipitate was filtered and washed several times with water, Et20 and finally with a minimum amount of DCM to afford the crude product as a pale yellow solid which does not require further purification (1 .86 g, 61 percent). 1H-NMR (500 MHz, DMSO): delta 10.31 (s, 1 H), 10.27 (s, 1 H), 8.63 (d, J = 1 .47 Hz, 1 H), 8.43 (d, J = 8.81 Hz, 1 H), 8.25 (dd, J = 8.81 , 2.20 Hz, 1 H), 8.14 (d, J = 2.20 Hz, 1 H), 8.04 (d, J = 8.81 Hz, 1 H), 7.75 (dd, J = 8.81 , 2.94 Hz, 1 H), 7.58-7.49 (m, 4H), 7.00 (d, J = 8.81 Hz, 1 H), 4.37-4.26 (m, 4H), 2.71 (s, 3H). HRMS (ESI+): Found [M+H]+474.1210 C26H21ClN3O4 requires 474.1215.

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to benzodioxans compound, name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, and cas is 4442-54-0, its synthesis route is as follows.,4442-54-0

Under an argon atmosphere, 4-((2-aminoquinolin-5-yl)oxy)-N-methylpicolinamide prepared in step (9) (500 g, 0.2 mmol) and 1,4-benzodioxane-6-carboxylic acid (61 mg, 0.3 mmol) was dissolved in a solvent of N,N-dimethylformamide (2 mL), N,N-diisopropylethylamine (0.1 mL, 1.0 mmol) and 1-[bis (dimethylamino) methylene-1H-1,2,3-triazole [4,5-b] pyridinium 3-oxide hexafluorophosphate (167 mg, 0.4 mmol). The reaction solution was stirred at 80 ¡ãC for 6 hours, and the completion of the reaction was confirmed by TLC (dichloromethane: methanol = 9: 1). The reaction mixture was poured into water (30 mL) and extracted with ethyl acetate (3 X 20 mL). The extracted organic solvent layer was washed with saturated sodium chloride solution (60 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The concentrate was separated and purified by column chromatography (hexane: ethyl acetate = 2: 1, 1: 1) to obtain the desired compound (28 mg, 36percent yield).

With the complex challenges of chemical substances, we look forward to future research findings about 4442-54-0,belong benzodioxans compound

Reference£º
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; KEUM, Gyo Chang; KANG, Soon Bang; PAE, Ae Nim; NAM, Ghil Soo; KIM, Eun Kyeong; SEO, Seon Hui; Ashraf Kareem, MOHAMMAD; LEE, Ju Hyeon; (53 pag.)KR101778938; (2017); B1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is Methyl 1,4-Benzodioxan-6-carboxylate, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 20197-75-5, its synthesis route is as follows.,20197-75-5

(3) step (2) the obtained solid product, ethanol, reflux reaction of hydrazine hydrate, the obtained solid product;Step (2) the obtained solid product, ethanol, the proportion of the amount of the hydrazine hydrate is 0.1: 2 : 0.5, wherein step (2) in the obtained solid product of mmol, ethanol, hydrazine hydrate to meter ml, reflux the reaction time is 15h.

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 1,4-Benzodioxan-6-carboxylate

Reference£º
Patent; Shandong University of Technology; Shu, Juan; Lian, Zhimin; Zhu, Hailiang; Xu, Yizeng; Sun, Liqin; gao, Leilei; (12 pag.)CN105777731; (2016); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, cas is 3663-80-7, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.

General procedure: The starting two acids (2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid and 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylic acid) shoud be activated by firstly SOCl2: acid (100 mg) and (6-10 mL) was mixed and stirred at reflux 80 ? for 4 hours. The reaction mixture was cooled and evaporated to give reactive acyl chloride obtained as an oil, which would be dissolved in ethyl acetate (5-6 mL) in the next step., 3663-80-7

With the rapid development of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Article; Li, Dong-Dong; Fang, Fei; Li, Jing-Ran; Du, Qian-Ru; Sun, Jian; Gong, Hai-Bin; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 22; 18; (2012); p. 5870 – 5875;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 29668-44-8, its synthesis route is as follows.,29668-44-8

EXAMPLE 16 Preparation of 1,4-Benzodioxan-6-carboxylic Acid 1,4-Benzodioxan-6-carboxaldehyde (8.87 g, 54 mmoles), 19.68 g methanol, 50.3 wt percent sodium hydroxide (5.99 g) and 30percent aqueous hydrogen peroxide (5.30 g, 46.8 mmoles) were heated in a 250 mL flask for 17 minutes at 39¡ã-52¡ã C. and 18 minutes at 52¡ã-58¡ã C. oil bath temperature. After the moderate foaming had subsided, 30percent aqueous hydrogen peroxide (13.54 g, 119 mmoles) was added in three roughly equal portions over 22 minutes at 58¡ã-66¡ã C. After a twelve minute hold, two additional portions of 30percent hydrogen peroxide (4.24 g and 5.25 g, total now 28.33 g or 250 mmoles) were added 20 minutes apart. Each addition gave moderate transient oxygen evolution. The mixture was heated and stirred for 55 minutes at 67¡ã-47¡ã C. The solution was cooled and 23.62 g of deionized water was added. Neutral oil (2.12 g, predominantly unreacted starting material) was removed by four methylene chloride extractions totaling 10.1 g. Then the extracted aqueous layer was acidified with 37percent aqueous hydrochloric acid and the resulting pasty slurry was shaken well. Filtration with three 20 g water washes and drying gave white crystals of 1,4-benzodioxan-6-carboxylic acid (6.97 g), m.p. 134.2¡ã-136.7¡ã C.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde

Reference£º
Patent; Rohm and Haas Company; US5530028; (1996); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,2879-20-1,Molecular formula: C10H10O3,mainly used in chemical industry, its synthesis route is as follows.,2879-20-1

General procedure: A mixture of acetophenone 1 (1a 120 mg, 1.0 mmol), 2 (2a, 216 mg, 2.0 mmol), 3 (3a, 260 mg, 2.0 mmol), TfOH (375 mg, 2.5 mmol) and iodine (25.4 mg, 0.1 mmol) in DMSO (4 mL), the mixture was stirred at 140 C till almost completed conversion of the substrates by TLC analysis, the mixture was quenched with saturation Na2S2O3 solution (50 mL), extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (eluent: petroleum ether/EtOAc=8/1) to afford the product 4 (4a-4x).

With the synthetic route has been constantly updated, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,belong benzodioxans compound

Reference£º
Article; Zhao, Peng; Wu, Xia; Geng, Xiao; Wang, Can; Wu, Yan-Dong; Wu, An-Xin; Tetrahedron; vol. 74; 32; (2018); p. 4323 – 4330;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO414,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

INTERMEDIATE 95: dibenzyl (3-(5-((((R)-2-((R)-1-(N-((2,3-dihydrobenzo[b][1 ,4]dioxi 6-carbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)-5- ethoxyphenyl)phosphonat HATU (0.093 g, 0.245 mmol) was added to a solution containing 2,3- dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (0.041 g, 0.225 mmol) and DIPEA (0.107 ml_, 0.613 mmol) in MeCN (1.5 ml_). After stirring for 30 mins, dibenzyl (3-ethoxy-5-(5-((((R)-2- ((R)-1-(N-hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2- yl)phenyl)phosphonate (0.15 g, 0.204 mmol) was added and the reaction was stirred at RT overnight. Water was added and the reaction was partitioned between water and EtOAc. The organic layer was dried over Na2S04 and concentrated. Purification by Si (0-80percent EtOAc/Hex) afforded the title compound as a pale yellow foam. (177 mg, 97 percent yield). MS (m/z) 896.4 (M+H)+

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DONATELLI, Carla A.; DOWDELL, Sarah E.; ELBAN, Mark; HILFIKER, Mark A.; HOANG, Tram H.; HOLT, Dennis Alan; MANNS, Sharada; MARCUS, Andrew; POTTEIGER, Craig; SHENJE, Raynold; WASHBURN, David G.; (364 pag.)WO2017/6296; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,3663-80-7,Molecular formula: C9H8O4,mainly used in chemical industry, its synthesis route is as follows.,3663-80-7

EXAMPLE 38; Methyl ({4-[4-(2,3-dihydro-1 ,4-benzodioxin-2-ylcarbonyl)piperazin-1 -yl]-6-ethylthieno[2,3- d]pyrimidin-2-yl}thio)acetate EPO To a mixture of 1 ,4-benzodioxan-2-carboxylic acid (0.069 g) in N-methyl pyrrolidinone (2.5 ml_) was added 1 ,1-carbonyldiimidazole (0.062 g). The mixture was placed in a 2 dram screw cap vial and placed in a Lab-Line MAX Q2000 orbital shaker for 1 hour at which time the hydrochloride salt of Example 34 (0.075 g) and diisopropylethylamine (0.05 g) were added. The mixture was placed back in the Lab-Line MAX Q2000 orbital shaker for 18 hours. The mixture was partitioned between brine and ethyl acetate. The layers were separated and the organic layer washed four times with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was chromatographed on silica gel (100 mL) using ethyl acetate as eluent to give 0.0429 g (43percent) of the title compound: 1H NMR (CDCI3) delta 1.36 (t, 3 H), 2.88 (q, 2 H), 3.62-4.1 (m, 13 H), 4.2-4.88 (m, 4 H), 6.84-6.99 (m, 5 H).

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,belong benzodioxans compound

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2006/100591; (2006); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,17413-10-4,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

A mixture of compound 15 (200 mg, 0.58 mmol), (2,3-dihydrobenzo[b][1,4] dioxin-6-yl) methanamine (250 mg, 1.51 mmol), and DIEA (0.2 mL) in EtOH (1.5 mL) was heated at 155C for 2.5 h in a Biotage microwave reactor then was cooled to room temperature. The mixture was purified by silica gel chromatography (hexane-EtOAc; 50 : 50) to yield 19(230 mg, 84%).1H-NMR (400 MHz, CDCl3) delta: 1H-NMR (chloroform-d):Shift 8.44 (1H, t, J=5.5 Hz), 8.33 (1H, d, J=2.3 Hz), 8.14(1H, d, J=2.3 Hz), 6.80-6.87 (3H, m), 4.63 (2H, d, J=5.6 Hz),4.46 (1H, br s), 4.32 (3H, q, J=7.2 Hz), 4.24 (4H, s), 3.17 (3H,s), 1.71 (6H, s), 1.38 (3H, t, J=7.2 Hz). MS m/z: (ESI) 474.1(M+H)+. HPLC purity 97.1% (4.61 min, method B).

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,belong benzodioxans compound

Reference£º
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem