Month: August 2020

42923-77-3, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc; US5936089; (1999); A;,
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

Step B: [2,6-Dimethyl-4-(6-trifluoromethyl-3,4-dihydro-1H-isoquinolin-2-yl)-phenyl]-carbamic acid ethyl ester Bis(dibenzylidineacetone)palladium (17 mg, 0.03 mmol) and (2′-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethylamine (35 mg, 0.09 mmol) were added to dry toluene (5 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (166 mg, 1.48 mmol), 6-Trifluoromethyl-1,2,3,4-tetrahydro-isoquinoline hydrochloride salt (176 mg, 0.74 mmol) and (4-Bromo-2,6-dimethyl-phenyl)-carbamic acid ethyl ester (200 mg, 0.74 mmol) were then added and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was then cooled to room temperature filtered through silica gel and purified by preparative thin layer chromatography (DCM 100%) to give the desired compound as a solid.1H NMR (DMSO-d6, 400 MHz) delta 1.23 (t, J=7.2 Hz, 3H), 2.12 (s, 6H), 3.0 (t, J=6.4 Hz, 2H), 3.52 (t, J=6.3 Hz, 2H), 4.08 (q, J=13.6, 8.3 Hz, 2H), 4.42 (s, 2H) 6.73 (s, 2H), 7.46 (d, J=7.4, 1H), 7.54 (m, 2H), 8.32 (s, 1H).

The synthetic route of 215798-14-4 has been constantly updated, 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

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

In a mortar 2 g of P2O5/silica gel (65% w/w)1 (10 mmol) and 1,2,3,4-tetrahydroisoquinoline (10 mmol, 1.33 g) was triturated for 30 s, and then 5 ml of HNO3 65% was added drop-wise and the mixture was further triturated with a pestle at room temperature for 20 min until a deep-yellow color appeared, at which point TLC (n-hexane:EtOAc 70:30) showed complete disappearance of 1,2,3,4-tetrahydroisoquinoline (30 min). To the reaction mixture was added diethyl ether (50 ml) and the solid was separated through a short pad of silica gel and washed with diethyl ether (2 ¡Á 15 ml). The filtrate was washed with NaHCO3 10% (20 ml) and dried (MgSO4). The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (n-Hexane:EtOAc, 2:1), 7-nitro-1,2,3,4-tetrahydroisoquinoline (2b) was obtained (8 mmol, 1.4 g 80%) as a yellow solid, mp 121 C. 1H NMR, delta: 8.05 (m, 2H), 7.60 (m, 1H,), 3.82 (s, 2H), 3.38 (t, 2H, J = 7.4 Hz), 3.12 (t, 2H, J = 7.4 Hz), 2.83 (s, 1H). 13C NMR, delta: 150.6, 145.0, 140.3, 129.6, 122.6, 121.4, 46.9, 44.1, 28.1. EMS [M+H+] for C9H10N2O2, Calcd 179.0740. Found, 179.1121.

The synthetic route of 91-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hajipour, Abdol R.; Guo, Lian-Wang; Pal, Arindam; Mavlyutov, Timur; Ruoho, Arnold E.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7435 – 7440;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (2. 0g,10mmol)And triethylamine (3.038, 30 mmol) were dissolved in dichloromethane (100 mL) Acetic anhydride (1.53 g, 15 mmol) was added and reacted at room temperature for 2 hours. Water (50 mL) was added and the aqueous phase was extracted with dichloromethane (50 mL X). The organic phases were combined, Washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the crude product (2.2 g).

The synthetic route of 57196-62-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; (29 pag.)CN104876914; (2017); B;,
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

1) Production of 2-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)ethanol: An acetonitrile solution (30 mL) of 3 g of the compound obtained in Production Example 22-1), 2.3 g of 2-chloroethanol and 3.9 g of potassium carbonate was stirred at 100¡ãC for 15 hours. The reaction liquid was cooled, diluted with chloroform and washed with saturated saline water. The organic layer was washed with saturated saline water, dried with anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure. The resulting crude product was purified through basic silica gel column chromatography (hexane/ethyl acetate) and further through silica gel column chromatography (hexane/ethyl acetate) to obtain 1.5 g of the entitled compound as a colorless solid. 1H-NMR (CDCl3) delta: 8.00 (1H, dd, J=8.5, 2.2 Hz), 7.93 (1H, d, J=2.2 Hz), 7.28-7.25 (1H, m), 3.78 (2H, s), 3.74 (2H, t, J=5.5 Hz), 3.00 (2H, t, J=5.9 Hz), 2.86 (2H, t, J=5.9 Hz), 2.76 (2H, t, J=5.5 Hz) ESI-MS Found: m/z [M+H] 223

As the paragraph descriping shows that 99365-69-2 is playing an increasingly important role.

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; EP2168966; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

166591-85-1, 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

T3P (50% in EtOAc) (3.22 mL, 5.41 mmol) was added to a solution of 2-(/eri- butoxycarbonyl)-l,2,3,4-tetrahydroisoquinoline-l-carboxylic acid (1.00 g, 3.61 mmol),(trans)- l-methoxy-2,3-dihydro-1H-inden-2-amine (Intermediate 2, 0.647 g, 3.97 mmol) and TEA (0.754 mL, 5.41 mmol) in DCM (20 mL). The reaction was stirred at room temperature for 1.5 h. The mixture was partitioned between DCM and saturated NaHCCh, dried (phase separator) and concentrated in vacuo. The crude product was purified by column chromatography on silica, eluted with 0-50% EtOAc/petroleum ether to afford the title compound. ‘Eta NMR (300 MHz, DMSO-4s) delta ppm 1.34 – 1.50 (m, 9 H), 2.66 – 2.83 (m, 2 H), 2.94 – 3.09 (m, 1 H), 3.13 – 3.28 (m, 3 H), 3.34 – 3.39 (m, 1 H), 3.45 – 3.66 (m, 1 H), 3.82 – 3.96 (m, 1 H), 4.20 – 4.37 (m, 1 H), 4.60 – 4.74 (m, 1 H), 5.17 – 5.41 (m, 1 H), 7.13 – 7.37 (m, 7 H), 7.40 – 7.59 (m, 1 H), 8.57 – 8.80 (m, 1 H) (0622) MS ES+: 445 (M+Na)

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Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; LIWICKI, Gemma; MACK, Stephen; STEPHENSON, Anne; TEALL, Martin; WHITE, Kathryn; (168 pag.)WO2018/47983; (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.151838-62-9,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

To solution of 1- (2-allyl-4-benzyloxy-pyrrolidin-I-yi)-2-amino-3- (4-fluorophenyl)-propan-I-one, 54, (1.4 mmol) is dissolved in DMF (10 mL) are added N-Boc-tetrahydroisoquinoline-3-carboxylic acid (0.47g, 1.5 mmol), 1-hydroxybenzotriazole (0.43g, 2.8 mmol), N-methylmorpholine (0.84g, 8.3 mmol) and 1- (3-dimethylamino-propyl)-3-ethylcarbodiimide (0.32g, 1.7 mmol) at 0 C. The reaction mixture is stirred at 0 C for 1 hour and then warmed to room temperature and stirred an additional 1.5 hour. The reaction is quenched with saturated NH4CI solution and then extracted 3 times with EtOAc (70 mL). The organic layers are combined, washed with saturated NaCI solution, dried over Na2SO4, and the solvent is removed in vacuo. The crude product is purified over silica to afford 0.69 g (77% yield) of the desired product as a white solid.’H NMR (300 MHz, MeOD, Rotamers) 5 6.90-7. 41 (m, 13H), 5.55-5. 81 (m, 1 H), 4.32-5. 12 (m, 8H), 3.94-4. 18 (m, 2H), 2.75-3. 89 (m, 6H), 2.39-2. 64 (m, 1 H), 1.78-2. 29 (m, 2H), 1.20-1. 64 (m, 10H) ; MS (ESMS) m/z 642.2 (M+H) +.

The synthetic route of 151838-62-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE PROCTER & GAMBLE COMPANY; WO2004/37797; (2004); A2;,
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

(a) 1,2,3,4-Tetrahydroisoquinoline (50 g, 0.376M) was dissolved in concentrated H2 SO4 (180 ml) with cooling. Solid potassium nitrate (40.4 g, 0.4M) was added in portions, keeping the temperature below 5¡ã C., over 4 hours. The reaction mixture was allowed to stand overnight at room temperature and was then poured onto ice, basified with NH4 OH and was then extracted with CHCl3. After evaporation, the residue was dissolved in ethanol and concentrated HCl was added. The resulting precipitated hydrochloride salt was filtered off and recrystallized from methanol to yield 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride (31.5 g, 39percent), m.p. 268¡ã-269¡ã C.

The synthetic route of 91-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SmithKline & French Laboratories, Ltd.; US4812573; (1989); A;,
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.43207-78-9,7-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

Lithium aluminium hydride, L. OM solution in THF (Aldrich, 21,277-6) (22mL, 22MMOL) was added drop wise to 7-METHOXY-3, 4-dihydro-2H-isoquinolin-l-one (3. 0g, 17MMOL) in THF (25mL) at RT. After addition the reaction was refluxed for 3HRS. THE reaction was cooled to 0C and quenched by the careful addition of deionised H20 (1ML), 10% OH solution (LML) and deionised H20 (3mL). The basic suspension was filtered through celite and extracted into EtOAc (3XL50ML). The combined extracts were dried over MGS04 and the solvent was removed in vacuo. The residue was purified via flash chromatography eluting with MEOH/CH2CL2 (10: 90) to AFFORD 7-METHOXY-1, 2, 3,4-tetrahydro-isoquinoline. This was dissolved in EtOAc (LOML) and hydrogen chloride, 2. 0m solution in Et2O (Aldrich, 45,518-0) (lOmL) was added drop wise, which formed a white ppte. The solid was filtered off and washed with Et20 to afford 7-methoxy-1,2, 3, 4-TETRALLYDRO- isoquinoline hydrochloride as a white solid. Yield 1.4g (42%). HPLC retention time, 3. 05min. Mass spectrum (ES+) m/z 164 (M + H).

As the paragraph descriping shows that 43207-78-9 is playing an increasingly important role.

Reference£º
Patent; IONIX PHARMACEUTICALS LIMITED; WO2005/5392; (2005); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem