Month: September 2020

215798-14-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.215798-14-4,6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.

Step B: N-[2,6-Dimethyl-4-(6-trifluoromethyl-3,4-dihydro-1H-isoquinolin-2-yl)-phenyl]-3,3-dimethyl butanamide Bis(dibenzylidineacetone)palladium (390 mg, 0.68 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (800 mg, 2.0 mmol) were added to dry toluene (150 mL purged with argon) and stirred for 30 minutes under argon. Potassium tert-butoxide (4.75 mg, 42.3 mmol), 6-Trifluoromethyl-1,2,3,4-tetrahydro-isoquinoline hydrochloride salt (4.82 g, 20.3 mmol) and N-(4-bromo-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamide (5 g, 16.8 mmol) were then added, and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was then cooled to room temperature and recrystallized from toluene to afford the title compound as a solid. (5.55 g, 79%).1H NMR (DMSO-d6, 500 MHz) delta 1.03 (s, 9H), 2.09 (s, 6H), 2.15 (s, 2H), 2.98 (t, J=5.0 Hz, 2H), 3.52 (t, J=6.0 Hz, 2H), 4.40 (s, 2H), 6.71 (s, 2H), 7.45 (d, J=8.0, 1H), 7.52 (m, 2H), 8.87 (s, 1H).

215798-14-4,6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloridebelongs to tetrahydroisoquinoline compound, is more and more widely used in various fields. and we look forward to future research findings.

Reference£º
Patent; Valeant Pharmaceuticals North America; US2008/139610; (2008); 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.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: To a solution of secondary amine (2.0 mmol) in a mixture ofMeCN-THF (3.5 mL, 4:1) was added EDTA aqueous solution (2.8 mL,0.01 M) and NaHCO3 (0.84 g, 10.0 mmol) at 5 C. Oxone (1.29 g,2.1 mmol) was added portionwise over 2 h under vigorous stirringto maintain the temperature at 5 C. The resulting mixture wasstirred for another 20 min at 5 C, and then diluted with ethyl acetate(10 mL). The two phases were separated, and the aqueouslayer was extracted with ethyl acetate (3 10 mL). The combinedorganic layer was washed with brine, dried over Na2SO4 andconcentrated under reduced pressure. The crude product wasdirectly used in the next reaction without purification.

42923-77-3, 42923-77-3 6-Methoxy-1,2,3,4-tetrahydroisoquinoline 39356, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Liu, Gang; Song, Shanshan; Shu, Shiqi; Miao, Zehong; Zhang, Ao; Ding, Chunyong; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 17 – 28;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

91-21-4, 1,2,3,4-Tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1: Synthesis of 3′-hydroxy-biphenyl-4-carboxylic acid 3-(2-methyl-l,2,3,4- tetrahydro-isoquinolin-7-ylcarbamoyl)-benzylamide (Compound 1, Table 1); To concentrated H2S04 (100 mL) at 4C add 1,2,3 ,4-tetrahydro-isoquinoline (24.01 g, 180.3 mmol) dropwise keeping the temp below 15C. To the stirring mixture at 4C add NaNC>3 (20.04 g, 198.2 mmol) carefully keeping internal temp below 10 C and stir the mixture overnight at rt. Carefully add the reaction to stirring NH4OH (300 mL) to a final pH = 8. Extract the mixture with DCM (3 x 200 mL) and wash the organic phase with brine (100 mL). Dry the mixture (Na2S04), filter and concentrate. Dissolve the crude residue in EtOH (80 mL) and add concentrated HC1 (25 mL) resulting in a light brown solid which crystallizes in MeOH to give the desired product 7-nitro-l,2,3,4-tetrahydro- isoquinoline (21.91 g, 123.0 mmol)., 91-21-4

Big data shows that 91-21-4 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; KOWALSKI, Jennifer A.; LI, Xiang; MARSHALL, Daniel Richard; SCHLYER, Sabine; SIBLEY, Robert; SMITH-KEENAN, Lana Louise; SOLEYMANZADEH, Fariba; SORCEK, Ronald John; YOUNG, Erick Richard Roush; ZHANG, Yunlong; WO2012/6203; (2012); 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.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

To a stirred solution of methyl 1,2,3,4-tetrahydro-3-isoquinolinecarboxylate hydrochloride (4.5 g) in dichloromethane (150 mL) was added triethylamine (6.1 mL) and 3-methoxy-4-tert-butylbenzoyl chloride (5.0 g) and the resultant mixture was stirred at room temperature for 18 hours. The reaction mixture was washed with saturated aqueous sodium bicarbonate solution and was then dried and evaporated to gum. This material was purified using chromatography over silica gel eluting with ethyl acetate/cyclohexane (15:85 v/v). Appropriate fractions were combined and evaporated to give the title compound. MS calcd for (C23H27NO4 + H)+: 382 MS found (electrospray) (M+H)+ = 382.

As the paragraph descriping shows that 57060-88-5 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/96774; (2004); 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

The obtained 6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline (1.50 mmol) And a THF solution (20 ml) of 3-phenylethyl isocyanate (1.12 mmol) Was stirred at 40-45 C until the reaction was complete. The reaction mixture was diluted with 1N HCl solution and After partitioning with water, the organic layer was extracted with ethyl acetate. After evaporation of the solvent Column chromatography (EA: hexane) gave the title compound.

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; The Industry & Academic Cooperation in Chungnam National University (IAC); Jung, Sang-Hun; Woo, Sun-Hee; Kim, Sang- Kyum; Jeon, Eun-Seok; Lee, Yu-Jung; Meunikam, Manoj; Jalani, Hiteshkumar; Sharma, Niti; (205 pag.)KR2016/108281; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

170097-67-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Intermediate 13: 1 ,1-Dimethylethyl 6-({ri-(1-naphthalenylmethyl)-1 /-/-pyrazol-4- vHamino)carbonyl)-3,4-dihvdro-2(1 H)-isoquinolinecarboxylate; To a solution of 2-{[(1 ,1-dimethylethyl)oxy]carbonyl}-1 ,2,3,4-tetrahydro-6-isoquinoline carboxylic acid (138 mg, 0.5 mmol), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (114 mg, 0.6 mmol), 1-hydroxybenzotriazole hydrate (81 mg, 0.6 mmol) and triethylamine (60 mg, 0.6 mmol) in DCM (10 ml.) was added 1-(1- naphthalenylmethyl)-1 H-pyrazol-4-amine (11 1 mg, 0.5 mmol) and the reaction mixture was stirred at room temperature overnight. The organic phase was diluted with an additional volume of DCM then washed with a saturated sodium hydrogeno carbonate solution, with brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM/MeOH: 97/3 to give the title compound as an orange oil (180 mg, 81%). LC/MS: m/z 483 (M+H)+, Rt: 3.53 min.

170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acidbelongs to tetrahydroisoquinoline compound, is more and more widely used in various fields. and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/74824; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

170097-67-3, 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3: lambda/-({2-r(trifluoromethvnoxylphenyl}methylV1 ,2.3.4-tetrahvdro-6- isoquinolinecarboxamide; To a solution of aforementioned carboxylic acid (0.20 g, 0.72 mmol) in DMF (5 ml.) was added DMAP (24.0 mg, 0.22 mmol) followed by 2-(trifluoromethoxy)benzylamine (108 DL, 0.79 mmol) and EDCI (138 mg, 0.72 mmol). After stirring overnight, the reaction was poured into H2O (10 ml.) and extracted with EtOAc (2×10 ml_). The organics were dried (Na2SO4) and evacuated. The crude material was redissolved in CH2CI2 (2 ml.) and treated with TFA (2 ml_). After stirring for 30 minutes, the reaction was diluted with CH2CI2 (15 ml.) and poured into ice cold 1 N NaOH (20 ml_). The organics were extracted, dried (Na2SO4), and evacuated to afford the title compound (0.15 g, 59%), which was used without further purification. MS (ES+) m/e 335.0 [M+1]+, 170097-67-3

The synthetic route of 170097-67-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/49154; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

215798-19-9, 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of compound 1h (HCl salt, 1.03 g, 4.16 mmol) and CDI (0.74 g, 4.57 mmol) in CH2Cl2 (8 mL) was added Et3N (0.665 mL, 4.78 mmol). The reaction was stirred at room temperature overnight. To the reaction mixture was added water, and the resultant mixture was extracted with CH2Cl2. The organic layer was dried over Na2SO4 and concentrated. The residue was triturated from EtOAc/hexanes to afford compound 1i (1.03 g). The crude compound 1i was used in the next reaction without further purification. MS m/z (M+H+) 306. 1H NMR (300 MHz, CDCl3): delta 7.93 (s, 1H), 7.36 (m, 2H), 7.27 (m, 1H), 7.14 (m, 1H), 6.98 (d, 1H, J=6.6 Hz), 4.69 (s, 2H), 3.81 (m, 2H), 2.99 (m, 2H)., 215798-19-9

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; Zhang, Yue-Mei; Connolly, Peter J.; Lin, Shu-Chen; MacIelag, Mark J.; US2012/101081; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

75416-50-1, 8-Chloro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,75416-50-1

A mixture of 8-chloro-1,2,3,4-tetrahydroisoquinoline (4.5 g, 22.0 mmol), 3-trifluoromethylbenzaldehyde (3.25 mL, 24.3 mmol), sodium acetate (1.81 g, 22.0 mmol), and acetic acid (0.63 mL, 11.0 mmol) in ethanol was stirred for 1 hour. Sodium triacetoxyborohydride (5.60 g, 26.5 mmol) was added a little at a time over a period of 30 min, and the mixture was then stirred for 15 hours. The reaction solution was diluted with saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was then distilled off at reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate=10:1), the resulting oily substance was dissolved in isopropyl alcohol (30 mL), and 4 N hydrogen chloride/ethyl acetate (5 mL) was added. The precipitated crystals were filtered off to give 5.89 g of the titled compound (yield 74%). Melting point: 217-218 C.1H-NMR (DMSO-d6) delta: 3.00-3.40 (4H, m), 4.20-4.40 (2H, m), 4.50-4.80 (2H, m), 7.25 (1H, d, J=7.5 Hz), 7.32 (1H, d, J=7.2 Hz), 7.38 (1H, t, J=7.2 Hz), 7.74 (1H, t, J=7.5 Hz), 7.80-7.90 (1H, m), 7.90-8.00 (1H, m), 8.10 (1H, s), 11.24 (1H, br s).

The synthetic route of 75416-50-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; US2010/41891; (2010); 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, 7-nitro-l,2,3,4-tetrahydroisoquinoline hydrochloride (500 mg, 2.33 mmol) and potassium carbonate (1610 mg, 1 1.65 mmol) in acetonitrile (155 mL) was added 2-iodoethanol (0.22 mL, 2.79 mmol). After heating at reflux overnight, the reaction was concentrated and the crude material partitioned between ethyl acetate and water. The aqueous layer was washed with ethyl acetate (3x) and the organics were combined, dried over magnesium sulfate, filtered, and concentrated. The crude residue was purified by silica gel chromatography (0-15percent methanol in dichloromethane) to give the title compound as a brown oil (159 mg, 0.72 mmol, 31percent yield); MS (ESI) MS (ESI) m/z 223.4 [M+l]+

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

Reference£º
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem