Downstream synthetic route of 42933-43-7

42933-43-7, 42933-43-7 2,3-Dihydrobenzofuran-5-amine 3841102, abenzofuran compound, is more and more widely used in various.

42933-43-7, 2,3-Dihydrobenzofuran-5-amine is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2,3-dihydro-1 -benzofuran-5-amine (33.7 mg, 0.237 mmol) and DIPEA (0.21 mL, 1 .18 mmol) in DCM (1 mL) was cooled to 0¡ãC before crude 2-chloro-benzothiazole-5-carbonyl chloride (92 mg, 0.237 mmol) dissolved in DCM (1 mL) was added. The mixture was stirred at rt for 30 min. The mixture was diluted with DCM (5 mL) and washed with water (5 mL). the organic extract was dried over Na2S04, filtered and concentrated to give the crude title compound (69 mg) as a pale yellow resin; LC-MS: tR= 0.86 min; [M+H]+= 330.97;1H NMR (400 MHz, D6-DMSO): delta 10.28 (s, 1 H), 8.56 (d, J = 1 .1 Hz, 1 H), 8.26 (d, J = 8.5 Hz, 1 H), 8.07 (dd, J, = 1 .5 Hz, J2= 8.5 Hz, 1 H), 7.70 (s, 1 H), 7.45 (dd, J, = 1 .7 Hz, J2= 8.5 Hz, 1 H), 6.76 (d, J = 8.5 Hz, 1 H), 4.54 (t, J = 8.7 Hz, 2 H), 3.21 (t, J = 8.7 Hz, 2 H).

42933-43-7, 42933-43-7 2,3-Dihydrobenzofuran-5-amine 3841102, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOLLI, Martin; BOSS, Christoph; RICHARD-BILDSTEIN, Sylvia; SIEBER, Patrick; (95 pag.)WO2016/207785; (2016); A1;,
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New learning discoveries about 42933-43-7

42933-43-7 2,3-Dihydrobenzofuran-5-amine 3841102, abenzofuran compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42933-43-7,2,3-Dihydrobenzofuran-5-amine,as a common compound, the synthetic route is as follows.

General procedure: Compound 18 (0.695 g, 5 mmol) and NaH (60percent dispersed inmineral oil, 0.12 g, 7.5 mmol) were dissolved in THF at 0?5 C. Tothis solution CH3I (1.06 g, 7.5 mmol) was added, and the mixturewas stirred at 0?5 C for an additional 3 h. The reaction mixturewas carefully quenched with water and was diluted with EtOAcand water. The organic layer was separated and washed with water(2 10 mL). After drying with anhydrous Na2SO4, the organic solventwas concentrated in a rotary evaporator to <1 mL. This residuewas placed on top of a silica gel column and eluted withhexane and EtOAc. Fractions containing the product (TLC) werepooled and evaporated to afford a yellow oil, compound 19, in75percent yield. Compound 23 was synthesized from 22, following the procedureof 19, and it was obtained as an off-white solid in 68percent yield.The color of this compound slowly turned dark when exposed toair, and it was directly used for the next step. mp 118.3?121.3 C;TLC Rf 0.47 (hexanes: EtOAc, 3:1); 1H NMR (CDCl3) d 2.82 (s, 3H,NCH3), 3.18 (t, J = 8.56 Hz, 2H, CH2), 3.43 (br, 1H, exch, NH), 4.50 (t, J= 8.58 Hz, 2H, CH2), 6.42 (dd, J = 2.47 Hz, 8.43 Hz, 1H, ArH), 6.58 (d, J= 2.25 Hz, 1H, ArH), 6.67 (d, J = 8.43 Hz, 1H, ArH); ESIMS m/z [M+H]+,calcd 150.08, found 150.09. 42933-43-7 2,3-Dihydrobenzofuran-5-amine 3841102, abenzofuran compound, is more and more widely used in various. Reference£º
Article; Xiang, Weiguo; Choudhary, Shruti; Hamel, Ernest; Mooberry, Susan L.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2437 – 2451;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem