Month: October 2020

1,2,3,4-Tetrahydroisoquinoline, cas is 91-21-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.,91-21-4

1,2,3,4-tetrahydroiosquinoline (Aldrich Tl,300-5, 100 gm) (11.6 g, 84.8 mmol) is added dropwise with care to stirred ice-cold concentrated H2S04 (42.0 mL). Potassium nitrate (9.40 g. , 93 mmol) is then added in small portions, taking care that the temperature of the reaction mixture does not rise above 5 C. After stirring overnight at room temperature the dark brown reaction mixture is added carefully to a stirred ice-cold concentrated NH40H solution. The basic red reaction mixture is extracted with chloroform (three times), and the combined chloroform extracts is washed with brine and dried over anhydrous Na2S04. Evaporation of the solvent gives a dark brown oil (14.6 g) which was taken up in EtOH (65 mL) and cooled in an ice bath. Treatment of this reddish solution with concentrated HCI (11 mL) yields a viscous yellow precipitate of the hydrochloride salt which is filtered and crystallized from methanol (250 mL) to yield the product compound (2) as a solid (5.36 g, ~30% yield). Alternatively, flash chromatography may be used to purify the crude reaction mixture before crystallization.

91-21-4 is used more and more widely, we look forward to future research findings about 1,2,3,4-Tetrahydroisoquinoline

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; WO2005/108367; (2005); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 42923-79-5, its synthesis route is as follows.,42923-79-5

To a slurry containing 710 mg (3.3 mmol) of 7-NITRO-1, 2,3, 4-TETRAHYDROISOQUINOLINE and 10 mL of THF at 0C was added 1.15 mL (8.3 MMOL) of triethylamine, followed by 0.25 mL (3.5 MMOL) of acetyl chloride. The reaction mixture was allowed to stir for 30 min, then diluted with ethyl acetate, washed with water and brine, and dried over MGS04. The solvents were removed under reduced pressure to give the title compound as a brown oil (700mg, 96%).’H NMR (300 MHz, CDCI3) A 2.19 (s, 1.8H), 2.20 (s, 1.2H), 2.94 (t, 0.8H, J = 5.7 Hz), 3.00 (t, 1.2H, J = 5.7 Hz), 3.72 (t, 0.8H, J = 6.0 Hz), 3.86 (t, 1.2H, J = 6.0 Hz), 4.71 (s, 0.8H), 4.82 (s, 1.2H), 7.32 (dd, 1 H, J = 8.4 Hz), and 8.01-8. 07 (m, 2H); ESIMS : 221.0 (M+H) +

With the complex challenges of chemical substances, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16914; (2005); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 226942-29-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

In a pressure vessel equipped with a magnetic stirring bar was added 6-bromo-l,2,3,4- tetrahydroisoquinoline (1.328 g, 6.26 mmol), and 2-chloro-4-(pyridin-3-yl)pyrimidine (1 g, 5.22 mmol) in acetonitrile (25 mL). Hunig’s base (2.73 mL, 15.66 mmol) was added and the mixture was heated to 80 C in a preheated oil bath and allowed to stir for 16 hours overnight. Reaction appears complete by LC/MS, cooled to RT and filtered solids, washed with ethyl acetate, concentrated in vacuo to a solid. Took up solid in EtOAc: heated to dissolve most material in minimum amount of solvent, filtered while hot, and allowed to cool to RT. After filtration and drying under vacuum, 1.5g (87%) of 6-bromo- 2-(4-(pyridin-3-yl)pyrimidin-2-yl)-l,2,3,4-tetrahydroisoquinoline was obtained as a light brown solid. LCMS (M+l) = 366.7 and 368.6.

226942-29-6, As the rapid development of chemical substances, we look forward to future research findings about 226942-29-6

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; DESKUS, Jeffrey; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (220 pag.)WO2018/127801; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

7-Chloro-1,2,3,4-tetrahydroisoquinoline, cas is 82771-60-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.,82771-60-6

To a solution of 3,3-diethyl-5-(2-(4-(4-hydroxyphenyl)piperazin- 1-yl)ethyl)dihydrofuran-2(3H)-one (50 mg, 0.147 mmol, 1 eq.) in acetonitrile (1.5 mL) was added K2C03 (91 mg, 0.658 mmol, 4.5 eq.). Then, 7-chloro-1,2,3,4-tetrahydroisoquinoline (37 mg, 0.220 mmol, 1.5 eq.) was added and the reaction mixture was allowed to stir at reflux for 3 days. The mixture was filtered through a glass pipet packed with glass wool and washed with acetonitrile. The filtrate was concentrated under reduced pressure to afford a crude oil which was purified through flash chromatography (silica; methanol/dichloromethane, 0% 10%) to provide 5-(2-(7-chloro-3,4-dihydroisoquinolin-2( 1 H)-yl)ethyl)-3,3 -diethyldihydrofuran2(3H)-one 5 -(2-(7-chloro-3 ,4-dihydroisoquinolin-2(1 H)-yl)ethyl)-3 ,3 -diethyl-dihydrofuran2(3H)-one: 1 ?H NMR (400 MHz, CDC13) oe 7.02 (dd, J = 2.2, 8.2, 1H), 6.95 (m, 2H), 4.45 (m, 1H), 3.52 (s, 2H), 2.77 (m, 2H), 2.63 (m, 4H), 2.07 (dd, J = 6.7, 13.0, 1H), 1.83 (m, 3H), 1.55 (qd, J= 1.2, 7.3, 4H), 0.85 (dt, J= 7.5, 15.3, 6H) LC/MS [M+Hj= m/z 336.1.

82771-60-6 is used more and more widely, we look forward to future research findings about 7-Chloro-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; CANNEY, Daniel, J.; BLASS, Benjamin, E.; GAO, Rong; BLATTNER, Kevin; (187 pag.)WO2016/183150; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 6-Chloro-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 33537-99-4, its synthesis route is as follows.,33537-99-4

To a solution of (/:?)-A/-(3-aminobutyl)-4-(dimethylamino)benzenesulfonamide (0.88 g, 4.0 mmol) in CH3CN (10 ml.) was added 6-chloro-1 ,2,3,4-tetrahydroisoquinoline (1.98 g, 4.0 mmol). The reaction mixture was stirred at ambient temperature overnight. The mixture was concentrated and the residue was purified by column chromatography to provide (/:?)-6-chloro-A/-(4-(4-(dimethylamino)phenylsulfonamido)butan-2-yl)-3,4- dihydroisoquinoline-2(1 /-/)-sulfonamide.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Chloro-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; KEZAR LIFE SCIENCES; JOHNSON, Henry; (166 pag.)WO2019/178510; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline, and cas is 42923-79-5, its synthesis route is as follows.,42923-79-5

General procedure: To a solution of 0.2 g (0.67 mmol) of 11, 0.19 g (1.35 mmol) ofK2CO3, a catalytic amount of KI and 3H-spiro[isobenzofuran-1,4′-piperidine] hydrochloride 13 (0.15 g, 0.67 mmol) in ACN (30 mL)was heated at reflux temperature for 24 h and monitored by TLCuntil the reaction was completed. The hot solution was filtered andconcentrated in vacuo to give 0.3 g of 20.

With the complex challenges of chemical substances, we look forward to future research findings about 42923-79-5,belong tetrahydroisoquinoline compound

Reference£º
Article; Zampieri, Daniele; Fortuna, Sara; Calabretti, Antonella; Romano, Maurizio; Menegazzi, Renzo; Schepmann, Dirk; Wuensch, Bernhard; Collina, Simona; Zanon, Davide; Mamolo, Maria Grazia; European Journal of Medicinal Chemistry; vol. 180; (2019); p. 268 – 282;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

General procedure: A solution of amine (0.2 mmol) and MnCl2¡¤4H2O (5.9 mg, 15 mol%) in DMF (1.0 mL) was stirred in a sealed microwave reaction tube under an atmosphere of argon at 150 C for 10 h. The mixture was cooled to r.t., and water (10 mL) was added; the mixture was extracted with EtOAc (3 ¡Á 15 mL). The combined organic layers were dried (anhyd Na2SO4), the solvent was evaporated under vacuum, and the crude product was purified by preparative TLC (silica gel, petroleum ether/EtOAc) to obtain the pure product.

With the rapid development of chemical substances, we look forward to future research findings about 6-Methoxy-1,2,3,4-tetrahydroisoquinoline

Reference£º
Article; Ma, Juan; Zhang, Jingyu; Gong, Hang; Synthesis; vol. 51; 3; (2019); p. 693 – 703;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, cas is 877861-62-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

877861-62-6, A mixture of ammonium thiocyanate (0.105 g, 1.384 mmol), 6-methoxycarbonyl- 1,2,3,4-tetrahydroisoquinoline hydrochloride (0.3 g, 1.3176 mmol) and THF (2 mL) was heated in a CEM microwave reactor for 1 h at 100 0C. Upon cooling to room temperature, the reaction mixture was diluted with EtOAc, and washed with H2O, 1 N HCl, saturated aqueous NaHCO3 and brine respectively, dried over anhydrous MgSO4, and concentrated under reduced pressure to afford methyl 2- (aminocarbonothioyl)-l,2,3,4-tetrahydroisoquinoline-6-carboxylate (0.33 g, 47%) as a white solid. LCMS: (FA) ES+ 251.

As the rapid development of chemical substances, we look forward to future research findings about 877861-62-6

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BLACKBURN, Christopher; CIAVARRI, Jeffrey; GIGSTAD, Kenneth; XU, He; WO2010/151318; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem