Tag: M.W:100-200

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.

1. To the mixture of 1 (4 g, 22.5 mmol) in sat. aq. NaHCC>3 (50 mL) and THF (50 mL) was added BOC2O (5.63 g, 25.8 mmol) and the resulting mixture was stirred at RT for 16 h. The mixture was concentrated and the residue was extracted with EtOAc, and the combined organic phase was washed with brine, dried over Na2S04, filtered, concentrated and purified by chromatography on silica gel to give 2 (5.8 g, 93.5% yield) as a brown solid. MS (ESI): mass calcd. for Ci4H18N204 278.31, m/z found 301.0 [M+Na]+.

42923-79-5, As the rapid development of chemical substances, we look forward to future research findings about 42923-79-5

Reference£º
Patent; FORGE LIFE SCIENCE, LLC; REMISZEWSKI, Stacy; CHIANG, Lillian W.; MURPHY, Eain Anthony; KAYSER, Frank; SUN, Qun; FINK, Sarah Jocelyn; (128 pag.)WO2019/79519; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

D. 6-Hydroxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester A solution of 8.00 g (49 mmol) of 6-Methoxy-1,2,3,4-tetrahydro-isoquinoline in 196 mL of 48% hydrobromic acid was refluxed for 3 h. The mixture was then concentrated and coevaporated several times with ethanol. The resulting slurry was filtered and dried under vacuum to give 7.43 g of 1,2,3,4-Tetrahydro-isoquinolin-6-ol hydrobromide as a solid.

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; Pfizer Inc; US5936089; (1999); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

A mixture of 5-bromo-2-pyrimidin-2-yl-pyrimidine (150 mg, 633 muiotaetaomicron, the product of step 3 in Example 1), 6-chloro-l,2,3,4-tetrahydroisoquinoline (127 mg, 759 muiotaetaomicron), Ruphos (11.8 mg, 25.3 muiotaetaomicron), Pd2(dba)3 (11.6 mg, 12.7 muiotaetaomicron) and sodium iert-butoxide (122 mg, 1.27 mmol) in dioxane (10 mL) was heated at 110 C with stirring overnight. After being cooled to rt, the resulting mixture was diluted with H20 and extracted with EA (50 mL) for three times. The combined EA layer was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by prep-HPLC to give 6-chloro-2-(2-pyrimidin-2-ylpyrimidin-5-yl)-3,4-dihydro- lH-isoquinoline (10 mg) as light yellow solid. XH NMR (400 MHz, CDC13) delta ppm: 2.99 – 3.08 (m, 2 H), 3.72 (s, 2 H), 4.55 (s, 2 H), 7.15 – 7.20 (m, 1 H), 7.23 (s, 2 H), 7.31 – 7.36 (m, 1 H), 8.60 (s, 2 H), 8.96 (d, 2 H). MS obsd. (ESI+) [(M+H)+] : 324.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (81 pag.)WO2018/83136; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic 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) +

As the paragraph descriping shows that 42923-79-5 is playing an increasingly important role.

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

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

Example 191 N-(2-(6-methoxy-3,4-dihydroisoquinolin-2(lH)-yl)pyrimidin-4-yl)-lH-indazol-5-amineA mixture of N-(2-chloropyrimidin-4-yl)-lH-indazol-5 -amine (100 mg, 0.41 mmol), 6-methoxy-l, 2,3, 4-tetrahydroisoquino line (81.3 mg, 0.41 mmol), and K2C03 (168 mg, 1.22 mmol) in DMF (1.2 mL) was stirred at 120 C overnight, cooled to rt, diluted with water, and extracted with EtOAc. The organic layer was concentrated and the residue was purified by chromatography with 1-20% MeOH/DCM to provide the title compound as a white solid (42mg, 28%). 1H NMR (300 MHz, DMSO-d6) delta 12.96 (s, 1H), 9.21 (s, 1H), 8.13 (d, J = 1.6 Hz, 1H), 8.04 (t, J = 1.1 Hz, 1H), 7.93 (d, J = 5.7 Hz, 1H), 7.56 – 7.41 (m, 2H), 7.15 (d, J = 8.2 Hz, 1H), (1292) 6.84 – 6.72 (m, 2H), 6.03 (d, J = 5.7 Hz, 1H), 4.79 (s, 2H), 3.95 (t, J = 5.8 Hz, 2H), 3.73 (s, 3H), (1293) 2.85 (t, J = 6.0 Hz, 2H). MS (ES+) m/e 373 (M+H)+.

With the complex challenges of chemical substances, we look forward to future research findings about 42923-77-3,belong tetrahydroisoquinoline compound

Reference£º
Patent; KADMON CORPORATION, LLC; REGENTS OF THE UNIVERSITY OF MINNESOTA; ZANIN-ZHOROV, Alexandra; BLAZAR, Bruce, Robert; FLYNN, Ryan; WO2015/157556; (2015); A1;,
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.

EXAMPLE 2 6-Methoxy-2-(4-(4-phenylbenzoylamino)butyl)-1,2,3,4-tetrahydroisoquinoline A mixture of 6-methoxy-1,2,3,4-tetrahydroisoquinoline (1.00 g, 6.2 mmol), 4-(4-phenylbenzoylamino)butyraldehyde (1.64 g, 6.2 mmol), sodium triacetoxyborohydride (1.94 g, 9.2 mmol) and dichloromethane (50 ml) was stirred at 20 C. for 18 h. Resulting solution was partitioned between saturated aqueous NAHCO3 (50 ml) and dichloromethane (3*50 ml). Combined organic extracts were dried (Na2SO4) and evaporated in vacuo to give a solid. Trituration with 1:1 dichloromethane-ether gave the title compound (0.80 g, 32%). Mass spectrum (API+): Found 415 (MH+). C27H30N2O2 requires 414. 1H NMR (CDCl3)delta: 1.78 (4H, m), 2.59 (2H, m), 2.72 (2H, t, J=6 Hz), 2.87 (2H, t, J=6 Hz), 3.51 (2H, m), 3.55 (2H, s), 3.74 (3H, s), 6.61 (1H, dd, J=2 Hz), 6.70 (1H, dd, J=9, 2 Hz), 6.90 (1H, d, J=9 Hz), 7.30-7.50 (5H, m), 7.55 (2H, m), 7.68 (3H, m).

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

Reference£º
Patent; SmithKline Beecham p.l.c.; US6274593; (2001); B1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO84,mainly used in chemical industry, its synthesis route is as follows.,42923-79-5

Combined solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (1.0 g, 5.61 mmol), Boc2O (2 mL, 8.42 mmol) and Et3N (1.5 mL, 11.22 mmol) dissolved in THF (12 mL) was stirred at room temperature for 2 h. After reaction completion, quenched with water, extracted with chloroform (3 X 50 mL). Evaporation of the solvent and purification of the resulting crude by silica gel column chromatography provided the desired product as a colorless viscous oil in 87% yield.1H NMR (400 MHz, Chloroform-d) delta 8.04 – 7.98 (m, 2H), 7.29 (d, J = 8.2 Hz, 1H), 4.66 (s, 2H), 3.69 (t, J = 5.9 Hz, 2H), 2.93 (t, J = 5.9 Hz, 2H), 1.50 (s, 9H). Yield: 87%.

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

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

Name is 7-Methoxy-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 43207-78-9, its synthesis route is as follows.,43207-78-9

To a solution OF 7-METHOXY-3, 4-DIHYDRO-2H-ISOQUINOLIN-1-ONE (200mg) in THF (8mL) is added LiAIH4 (76mg) and stirred for 3hr under reflux, and diluted with THF. The reaction mixture is added sodium sulfate decahydrate and filtration through celite pad. The filtrate is concentrated in vacuo. The residue is dissolved in Et20, then HCI in EtOAc is added the Et20. White precipitate is collected. by filtration to provide the title compound; 1 H NMR (CDCI3, 6 (ppm) ); 2.92 (dd, 2H), 3.30-3. 35 (m, 2H), 3.72 (s, 3H), 4.18-4. 23 (m, 2H), 6.81- 6.86 (m, 2H), 7.12 (d, 1H), 9.45 (brs, 2H).

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

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/69256; (2004); A1;,
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.

A mixture of 7-nitro-1,2,3,4-tetrahydroisoquinoline (0.55 g, 3.1 mmole), di-t-butyldicarbonate (0.70 g, 3.2 mmole), triethylamine (1.0 mL, 7.7 mmole) in dichloromethane (8 mL) was stirred at rt for 8 h. The reaction mixture was diluted with water (50 mL) and stirred for 1 h. The organic phase was separated and washed with brine. Concentration of the organic phase gave 2-(t-butoxycarbonyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline. 1H NMR (CDCl3): delta 8.03-7.95 (m, 2H), 7.28 (d, 1H, J=8.4 Hz), 4.66 (s, 2H), 3.68 (t, 2H, J=6.0 Hz), 2.92 (t, 2H, J=6.0 Hz), 1.49 (s, 9H).

42923-79-5 is used more and more widely, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; Singh, Rajinder; Argade, Ankush; Payan, Donald; Molineaux, Susan; Holland, Sacha; Clough, Jeffrey; Keim, Holger; Bhamidipati, Somasekhar; Sylvain, Catherine; Li, Hui; Rossi, Alexander; US2015/266828; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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.,42923-79-5

tert-Butyl 3,4-dihydro-7-nitroisoquinoline-2(1H)-carboxylate A mixture of 1,2,3,4-Tetrahydro-7-nitroisoquinoline (2.5 g, 11.6 mmol), 1,4-dioxane (24 mL), H2O (12 mL) and 1N NaOH (12 mL) was cooled in an ice-bath, and Boc2O (2.8 g, 12.8 mmol) was added. The mixture was stirred at room temperature for 2.5 h, acidified with a 5% KHSO4 solution to pH 2-3, and then extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to give tert-butyl 3,4-dihydro-7-nitroisoquinoline-2(1H)-carboxylate (3.3 g, quant.), which was used without further purification. 1H NMR (400 MHz, DMSO-d6) delta 8.13 (d, J=2.3 Hz, 1H), 8.03 (dd, J=8.4, 2.5 Hz, 1H), 7.45 (d, J=8.5 Hz, 1H), 4.63 (s, 2H), 3.60-3.57 (m, 2H), 2.90 (t, J=5.9 Hz, 2H), 1.44 (s, 9H); HPLC ret. time 3.51 min, 10-99% CH3CN, 5 min run; ESI-MS 279.2 m/z (MH+).

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

Reference£º
Patent; Vertex Pharmaceuticals Incorported; US2011/98311; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem