Tag: M.W:100-200

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

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

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

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 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

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

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline,cas is 42923-77-3, mainly used in chemical industry, its synthesis route is as follows.

To a solution of 6-methoxy-1,2,3,4-tetrahydroisoquinoline (1.08 g, 6.62 mmol) dissolved DCM (16 mL) was added Pyridine 1.6 mL, 19.85 mL) and (0678) Trifluoroaceticanhydride (2.8 ml, 19.85 mmol) and allowed to react overnight at room temperature. After reaction completion, quenched with water (25 mL) and extracted with ethyl acetate (3 X 50 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuuo. Purification of the resulting crude by silica gel column chromatography provided the desired product as a colorless viscous oil in 98% yield (1.68 mg).1H NMR (400 MHz, Chloroform-d) delta 7.09- 7.01 (m, 1H), 6.79 (dt, J = 8.5, 3.0 Hz, 1H), 6.70 (dd, J = 10.3, 2.7 Hz, 1H), 4.71 (d, J = 18.6 Hz, 2H), 3.89- 3.80 (m, 2H), 3.80 (d, J = 1.5 Hz, 3H), 2.96- 2.90 (m, 2H). Yield: 98%.

42923-77-3, As the rapid development of chemical substances, we look forward to future research findings about 42923-77-3

Reference£º
Patent; SOUTHERN RESEARCH INSTITUTE; OYAGEN, INC.; ANANTHAN, Subramaniam; AUGELLI-SZAFRAN, Corinne E.; BENNETT, Ryan P.; SMITH, Harold C.; VENUKADASULA, Phanindra Krishna Mohan; (227 pag.)WO2019/133666; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 1,2,3,4-Tetrahydroisoquinoline,cas is 91-21-4, mainly used in chemical industry, its synthesis route is as follows.

91-21-4, All amines were purchased from Sigma-Aldrich (Merk) except7-nitro-1,2,3,4-tetrahydroisoquinoline 18 and 1-(2,4-dimethylphenyl)-N-methylmethanamine 19, the synthesis ofwhich is summarized below.On an ice bath (0 C), a 100-mL round bottom flask with 1.3 g(10 mmol) of 1,2,3,4-tetrahydroquinoline and 5mL of conc. H2SO4was allowed to stir for 10 min. To this solution, 1.1 g (10 mmol) ofKNO3 were added in small portions, taking care that the temperatureof the reaction did not rise above 5 C. The reactionwas stirredovernight and monitored by TLC (DCM/EtOH 90:10). The brownsolution was neutralized with a solution of diluted NH4OH untilpH 8 and the basic mixture was extracted with DCM (3 x 50 mL).The combined organic extracts were washed with brine (once),dried and filtered. The evaporation of the solvent affords a red oilwhich was dissolved in the minimum amount of abs. EtOH andcooled on an ice bath. The alcoholic solution was treated with2.5 mL of conc. HCl to affords a yellow precipitate of 7-nitro-1,2,3,4-tetrahydroisoquinoline 18, which was recrystallized from MeOH.Yellow solid; m.p.: 261-263 (260-262 C [57]); Yield: 32%; I.R.(nujol, cm-1): 3173; 1H NMR (CDCl3-TMS) delta: 1.86 (br s, 1H, NHdisapp. on D2O), 3.12 (t, 2H, H-4, J 8 Hz), 3.46 (t, 2H, H-3, J 8 Hz),4.37 (s, 2H, H-1), 7.36 (d, 1H, arom. H-5, J 12 Hz), 8.00 (m, 2H,arom. H-6 and H-8).

As the rapid development of chemical substances, we look forward to future research findings about 91-21-4

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

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

The mixture of 7-Nitro- 1,2,3, 4-tetrahydro-isoquinoline (1.5 g, 8.38 mmole) and 10% Pd/C (300 mg) in diethyleneglycol (5 mL) was submitted to Smith Synthesizer under microwave radiation at 220 C for 25 min. The resulting mixture was diluted with MeOH arid filtered. The filtrate was concentrated and diluted with CH2Cl2, washed with sat’a’q. ‘ NH4CI and dried over Na2SO4. After filtration and concentration, the desired compound was isolated through flash chromatography (eluted with CH2Cl2:Me0H 9: 1) as an orange solid. MS: (ES+) 145(M+H). Calc’d. for C9H8N2 – 144.07.

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

Reference£º
Patent; AMGEN INC.; WO2007/48070; (2007); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

A solution of 35% formaldehyde (2.49 g, 0.034 mol) was added dropwise to 2-(3-methoxyphenyl)ethanamine (5g, 0.033 mol). The warm solution soon deposited an oil and the reaction was completed by heating the mixture for one hour at 100 C. The oil was extracted with toluene (25 ml) and washed with water (3 x 18 ml). The extract was dried over Na2SO4 and the solvent was concentrated to yield a yellow oil. A solution of 20% hydrochloric acid (6 ml) was added to the crude and the mixture was stirred at 100 C for 1 hour. After the evaporation to dryness, the residue was dissolved in a little water, made alkaline with concentrated potassium hydroxide, extracted with dichloromethane (3 x 90 ml) and dried over Na2SO4. After the evaporation of the solvent, the oil was dissolved in ethyl acetate and concentrated hydrochloric acid was added to form the hydrochloride, which was filtered to yield a white solid identified as 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (5.1 g, 80 % yield). 1H NMR (300 MHz, CHLOROFORM-D) delta ppm 2.80 (t, J=6.01 Hz, 2 H) 3.14 (t, J=6.01 Hz, 2 H) 3.78 (s, 3 H) 3.97 (s, 2 H) 6.63 (d, J=2.50 Hz, 1 H) 6.71 (dd, J=8.42, 2.56 Hz, 1 H) 6.93 (d, J=8.42 Hz, 1H) MS (APCI (M+H)+): 164

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

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1676844; (2006); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem