Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57060-88-5,Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.,57060-88-5

Example 38; 2-[2-(3-Carboxy-6,8-dichloronaphthalen-1-yloxy)-acetyl]-1, 2,3,4- tetrahydroisoquinoline-3-carboxylic acid[00122] The title compound is prepared by the following reaction sequence: a) a mixture of 1 ,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester hydrochloride (10bc) (108 mg, 0.47 mmol), 5,7-dichloro-4- chlorocarbonylmethoxynaphthalene-2-carboxylic acid methyl ester (9a) (150 mg, 0.43 mmol) and TEA (0.21 mL, 5.51 mmol) in CH2CI2 (4 ml_) is stirred at rt for 3 days. After evaporation under reduced pressure, the residue is purified by flash chromatography to give 2-[2-(6,8-dichloro-3-methoxycarbonylnaphthalen-1 -yloxy)-acetyl]-1 ,2,3,4- tetrahydroisoquinoline-3-carboxylic acid methyl ester (13bi) (207 mg, 95%).

The synthetic route of 57060-88-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERZ PHARMA GMBH &; CO. KGAA; HENRICH, Markus; BAUER, Angela; NAGEL, Jens; KAUSS, Valerjans; TRIFANOVA, Dina; GRUNSTEINE, Ginta; ROZHKOVS, Jevgenijs; WO2010/139481; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of a compound 3-benzylaza-bicyclo[3.1.0]hexan-6-amine (0.2 g, 0.001 mol) [prepared following the procedure as described in Synlett, 1097-1102 (1996)] in acetonitrile (10 ml), was added p-nitrophenyl chloroformate (0.216 g, 0.001 mol) and triethylamine (0.214 g, 0.00212 mol). The resulting reaction mixture was stirred at room temperature for 3 hours followed by the addition of 1 -phenyl- 1,2,3, 4- tetrahydroisoquinoline (0.2 Ig, 0.001 mol). The reaction mixture was refluxed for 12 hours followed by cooling it to room temperature. The contents of the reaction mixture were poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue thus obtained was purified by column chromatography using ethyl acetate and hexane solvent mixture to furnish the title compound. Yield: 0.11 g.1H NMR (CDCl3): 7.37-7.06 (m, 14H), 6.30 (s, IH), 4.84 (bs, IH), 3.58 (s, 2H), 3.56-3.49 (m, 2H), 3.11-2.74 (m, 7H), 1.26 (s, 2H); IR (DCM): 1622 cm”1

22990-19-8, 22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; RANBAXY LABORATORIES LIMITED; WO2006/35280; (2006); 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.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,22990-19-8

Racemic mixture of 1 -phenyl- 1, 2,3, 4-tetrahydroisoquinoline (40 g, 191 mmol) and D-(-)-tartaric acid (28.61 g, 191 mmol, ee 99%) are suspended in methanol (240 niL). The solution is heated to reflux, until the whole amount of solid is completely dissolved. The heating bath is being removed and to the clear solution water (120 mL) is added; the resulting mixture is left at ambient temperature (240C) for 24 h. Crystalline solid is filtered off (21.45 g). -17.02 (c=l%, H2O).Obtained crystalline solid is suspended in the mixture of 10% NaOHaq (120 mL) and ethyl acetate (50 mL), the solution is stirred at ambient temperature (240C) for about 10 min. until the whole amount of solid is dissolved. The reaction mixture is transferred into separatory flask, organic layer is separated and water phase is extracted with ethyl acetate (2×30 mL). Combined organic extracts are washed with water (1×40 mL), dried and condensed under vacuum to dryness. (S)-1-Phenyl- 1,2,3, 4-tetrahydroisoquinoline is obtained as crystalline solid (12 g, 30%), of enantiomeric excess ee = 100%. Chemical purity (HPLC): 99.96%; [alpha]25D = 38.20 (c=l%, CH2Cl2).

22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ZAKLADY FARMACEUTYCZNE POLPHARMA SA; WO2009/142521; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

215798-14-4, 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,215798-14-4

Under nitrogen, to N-(4-bromo-3-fluoro-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamide (158 mg, 0.500 mmol, 1.00 equiv) in toluene (2.5 mL) at 23 C. were added 6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloric acid salt (178 mg, 0.750 mmol, 1.50 equiv), DavePhos (47 mg, 0.12 mmol, 24 mol %), Pd2(dba)3 (37 mg, 0.040 mmol, 8.0 mol %), and t-BuOK (168 mg, 1.50 mmol, 3.00 equiv). After stirring for 1 hr at 100 C., the reaction mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc to afford 72 mg the title compound (33% yield).NMR Spectroscopy: 1H NMR (300 MHz, CDCl3, 23 C., delta): 7.40-7.32 (m, 2H), 7.14 (d, J=8.7 Hz, 1H), 6.79-6.70 (m, 1H), 6.54 (br s, 1H), 4.25 (br s, 2H), 3.37 (t, J=6.0 Hz, 2H), 3.03 (t, J=6.0 Hz, 2H), 2.23 (s, 2H), 2.13-2.08 (m, 6H), 1.08 (s, 9H).

As the paragraph descriping shows that 215798-14-4 is playing an increasingly important role.

Reference£º
Patent; SciFluor Life Sciences, Inc.; EDWARDS, D. Scott; ASKEW, Ben C.; FURUYA, Takeru; (64 pag.)US2017/355679; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

923591-51-9, 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,923591-51-9

Intermediate AA: 5-Bromo-N-(l,2,4-thiadiazol-5-yl)-3,4-dihydroisoquinoline-2(lH)- sulfonamide To a 50 mL flask containing sodium l,2,4-thiadiazol-5-ylsulfamate (Intermediate A, 96 mg, 0.472 mmol) and 10 mL of DCM was added PC15 (Aldrich, St. Louis, MO, 245 mg, 1.179 mmol). The resutling slurry was heated at 50 C for 1.5 hours. LCMS showed conversion to the methyl sulfamate (following quench into methanol). The reaction was cooled to rt and was quenched with the addition of 5 drops of brine. The resulting slurry was stirred vigorously for 5 minutes before being filtered through a plug of diatomaceous earth, washing well with DCM. The mixture was concentrated under reduced pressure. The derived oil was taken up in 1 mL of DCM and was added to a solution of 5-bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (ASW Medchem, 50 mg, 0.236 mmol) and TEA (164 mu, 1.179 mmol) in 2 mL of DCM at 0 C. Another 0.164 mL of TEA was added and the reaction allowed to warm to room temeprature where it was maintained for 2 hours. LCMS showed clean conversion to sulfonamide. The reaction was allowed to stir overnight before being diluted with saturated sodium bicarbonate (10 mL) and poured into a separatory funnel containing methylenechloride (10 mL). The layers were separated and the aqueous layer was extracted with methylenechloride (2 x 25 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated under a vacuum to provide a yellow oil that was purified by silica gel chromatography (Redi-Sep pre-packed silica gel column (12 g), 0-10% methanol in methylenechloride) to provide 5-bromo-N-(l,2,4-thiadiazol-5-yl)-3,4- dihydroisoquinoline-2(lH)-sulfonamide as an off white solid. [M+H]+ = 375.0 XH NMR (400 MHz, Acetone)8 ppm 8.28 (s, 1H), 7.96 (s, 1H), 7.45 – 7.50 (m, 1H), 7.09 – 7.20 (m, 2H), 4.32 (s, 2H), 3.48 (t, J = 6.1 Hz, 2H), 2.86 – 2.92 (m, 2H)

As the paragraph descriping shows that 923591-51-9 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

99365-69-2, 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

99365-69-2, 10percent Pd/C (1.9 g) was added to a solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride (19 g; 1 equiv.) in 300 ml of methanol, and the reaction mixture was hydrogenated for 2 hours at 60 PSI. When the conversion was complete, filtration over Celite was carried out, the filter cake was then washed 4 times with methanol, the filtrate was concentrated under reduced pressure, and the residue was taken up in 100 ml of water. The aqueous solution was adjusted to a pH value of 8-9 with potassium hydroxide solution and extracted 3.x. with chloroform. The combined organic phases were dried over sodium sulfate and reduced under reduced pressure. 1,2,3,4-Tetrahydroisoquinoline-7-amine (9 g; 69.2percent) was obtained in the form of a pale-brown solid.

The synthetic route of 99365-69-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gruenenthal GmbH; US2010/234340; (2010); 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.215798-19-9,6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,215798-19-9

Step C: Preparation of Intermediate (R)-6-(4-(2-(2-Methylpyrrolidin-1- yl)ethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline. To a round-bottom flask was added 6-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride (2.00 g, 8.05 mmol), (R)-4-(2-(2-methylpyrrolidin- 1 -yl)ethyl)phenylboronic acid (2.063 g, 8.85 mmol), tetrakis(triphenylphosphine)palladium (0) (0.279 g, 0.24 1 mmol), benzene (30.00 mL), ethanol (10.00 mL), and 2.0 M aqueous solution of sodium bicarbonate(8.05 mL, 16.09 mmol). The reaction mixture was refluxed for 6 h. Upon completion, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was taken up in 1 M HC1 solution and washed with ethyl acetate. The aqueous layer was basified with 10% aqueous NaOH to pH-4 1, extracted with ethyl acetate, and concentrated. The residue was purified by silica gel column,eluting with 5-10% 2.0 M ammonia in methanol/DCM to give a yellow solid (1.20 g). LCMSm/z = 321.4 [M+H] ?H NMR (400 MHz, DMSO-d6) oe ppm 0.99-1.04 (m, 3H), 1.22-1.33 (m,1H), 1.59-1.69 (m, 2H), 1.81-1.92 (m, 1H), 2.13 (q, J= 8.67 Hz, 1H), 2.20-2.34 (m, 2H), 2.65-2.83 (m, 5H), 2.94-3.04 (m, 3H), 3.10-3.18 (m, 1H), 3.91 (s, 2H), 7.09 (d, J= 8.08 Hz, 1H),7.29 (d, J = 8.08 Hz, 2H), 7.33-7.40 (m, 2H), 7.53 (d, J = 8.08 Hz, 2H).

215798-19-9 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride 22570216, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; REN, Albert; SEMPLE, Graeme; TRAN, Thuy-Anh; WEI, Zheng; GROTTICK, Andrew J.; MILLS, David M.; SMITH, Brian M.; WO2014/28322; (2014); 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.99365-69-2,7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,99365-69-2

1) Production of 2-(2-methoxyethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline: 720 mg of the entitled compound was obtained as a yellow solid according to the same method as in Production Example 13-1), for which, however, 1 g of the compound obtained in Production Example 22-1) was used in place of 7-nitro-2,3,4,5-tetrahydro-1H-3-benzazepine used in Production Example 13-1) and acetonitrile was used in place of 1,4-dioxane. 1H-NMR (CDCl3) delta: 7.98 (1H, dd, J=8.3, 2.4 Hz), 7.92 (1H, d, J=2.4 Hz), 7.24 (1H, d, J=8.3 Hz), 3.78 (2H, s), 3.61 (2H, t, J=5.9 Hz), 3.40 (3H, s), 3.01 (2H, t, J=5.4 Hz), 2.84 (2H, t, J=5.9 Hz), 2.79 (2H, t, J=5.4 Hz) ESI-MS Found: m/z [M+H] 237

The synthetic route of 99365-69-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; EP2168966; (2010); 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.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,22990-19-8

1.98 g (2.0 mmol) of PS carbodiimide resin were added to a solution of 209 mg (1.0 mmol) of 1-phenyl-1,2,3,4-tetrahydroisoquinoline and 275 mg (1.0 mmol) of 4-oxo-4-(3-(trifluoromethyl)benzylamino)butyric acid (intermediate VVV01) in a mixture of DCM and DMF (82 ml, 40:1 vv) and the mixture was shaken for 16 h at RT. Then the resin was filtered off and it was washed with DCM and MeOH. The filtrate was concentrated to small volume under vacuum. Column chromatography (DCM/EtOH 40:1) of the residue produced 287 mg (0.6 mmol, 62%) of 4-oxo-4-(1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)-N-(3-(trifluoromethyl)benzyl)butyric acid amide. MS: m/z 467.2 [M+H]+.

The synthetic route of 22990-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GRUNENTHAL GMBH; US2010/152234; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

877861-62-6, Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,877861-62-6

Ester 6-17 (250 mg, 1.10 mmol) is combined with N,N-diisopropylethylamine (DIEA) (421 mu, 2.41 mmol) in DCM (10.0 mL) at room temperature, then treated with acetyl chloride (AcCl) (85.9 mu, 1.21 mmol). The resulting mixture is stirred for 1 h, then partitioned between H20 and EtOAc and the phases are separated. The organic phase is washed with IN HCl, saturated aqueous NaHC03, and brine, then dried over Na2S04, filtered, and concentrated to afford 6-18 (258 mg).

As the paragraph descriping shows that 877861-62-6 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRENNEMAN, Jehrod Burnett; HUBER, John D.; RAUDENBUSH, Brian Christopher; SARKO, Christopher Ronald; WO2012/122340; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem