Simple exploration of 99365-69-2

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

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-1,2,3,4-tetrahydroisoquinoline hydrochloride (2) from Example 1, is placed in a Parr shaker bottle (15.0 g, 69.9 mmol) dissolved in 95percent EtOH (100 mL), and to the Parr shaker bottle is added concentrated HCI (10 mL), water (25 mL), and Pt02 (0.5 g). The mixture is hydrogenated at 50 psi until no further drop in pressure was observed (about 4 hours). The yellowish suspension is filtered through Celite and evaporated to dryness to afford a yellowish solid which is made basic with 10percent NaOH solution (adequate care is exercised in catalyst disposal). Extraction of the basic solution with CHC13 (three times), followed by drying over anhydrous Na2S04 and evaporation of the solvent, yields a reddish yellow solid (9.54 g, 92.2 percent) : mp = 110-112. 7-Amino-1,2,3,4-tetrahydroisoquinoline dihydrochloride (3) is recrystallized from aqueous MeOH as buff colored needles, mp = 290 ¡ãC.

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

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; WO2005/108367; (2005); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 22990-19-8

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

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,22990-19-8

A THF solution (20 ml) of 6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline (1.50 mmol) and 3-phenylethyl isocyanate (1.12 mmol) 40-45 C; until the reaction was complete. The reaction mixture was partitioned between 1N HCl solution and water, and the organic layer was extracted with ethyl acetate. Evaporation of the solvent followed by column chromatography (EA: hexane) gave the title compound.

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

Reference£º
Patent; CHUNGNAM NATIONAL UNIVERSITY INDUSTRY & ACADEMIC COOPERATION (IAC); JUNG, SANG HUN; WOO, SUN HEE; KIM, SANG KYUM; JEON, EUN SEOK; LEE, YOU JUNG; MANICKAM, MANOJ; JALANI HITESHKUMAR, HITESHKUMAR; SHARMA, NITI; (234 pag.)KR2015/111825; (2015); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 78183-55-8

78183-55-8,(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloridebelongs to tetrahydroisoquinoline compound, is more and more widely used in various fields. and we look forward to future research findings.

78183-55-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78183-55-8,(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

(1) 5.69 g of methyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride are suspended in 50 ml of chloroform, and 5.6 g of triethylamine are added thereto under ice-cooling and stirring. 3-benzoylthio-2-methylpropionyl chloride (which is prepared by heating a mixture of 5.6 g of 3-benzoylthio-2-methyl-propionic acid and 6 ml of thionyl chloride at 60 C. for 2 hours, followed by distillation thereof to remove the excess of thionyl chloride) is dissolved in 10 ml of tetrahydrofuran, and said tetrahydrofuran solution is added dropwise to the suspension obtained above. After the mixture is stirred at room temperature overnight, the chloroform layer is collected therefrom and washed with water, an aqueous sodium bicarbonate solution, diluted hydrochloric acid and water, successively. The chloroform solution is dried and then distilled to remove solvent. The residue thus obtained is purified by silica gel column chromatography (Solvent, toluene-ethyl acetate (4:1)). 8.0 g of methyl (3S)-2-(3-benzoylthio-2-methylpropionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate are obtained as colorless oil. Yield: 80.5 %

78183-55-8,(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloridebelongs to tetrahydroisoquinoline compound, is more and more widely used in various fields. and we look forward to future research findings.

Reference£º
Patent; Tanabe Seiyaku Co., Ltd.; US4256751; (1981); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 215798-19-9

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.

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

Step A: Preparation of t¡ãrt-Butyl 6-Bromo-3,4-dihydroisoquinoline-2(l//)- carboxylate.To a solution of 6-bromo- 1,2,3, 4-tetrahydroisoquinoline hydrochloride (1.00 g, 4.02 mmol) in EtOH (20 mL) was added sodium hydrogencarbonate (1.69 g, 20.1 mmol) and i-tert- butyl dicarbonate (0.966 g, 4.43 mmol). The reaction mixture was allowed to stir for 16 h at room temperature. The reaction mixture was then concentrated. The residue was diluted with H2O and extracted three times with EtOAc. The combined organics were dried over Na2SO4, filtered, and concentrated to give the title compound (1.15 g) as a clear oil. LCMS m/z = 311.9 [M+H]+; 1H NMR (400 MHz, Methanol-^) delta ppm 1.45-1.51 (m, 9H), 2.81 (t, J= 5.81 Hz, 2H), 3.29-3.34 (m, 2H), 3.61 (t, J= 5.68 Hz, 2H), 4.50 (s, 2H), 7.04 (d, J= 8.08 Hz, IH).

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; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 166591-85-1

The synthetic route of 166591-85-1 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.166591-85-1,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid,as a common compound, the synthetic route is as follows.,166591-85-1

2,3-Dihydro-1H-inden-2-amine (0.240 g, 1.803 mmol) was added to a solution of 2-{tert- butoxycarbonyl)-l,2,3,4-tetrahydroisoquinoline-l-carboxylic acid (0.S g, 1.803 mmol) in DCM (10 mL) then EDC.HC1 (0.519 g, 2.70 mmol), HOAT (0.446 g, 2.70 mmol) and TEA (0.627 mL, S.41 mmol) were added under nitrogen. The reaction was stirred at room temperature for 18 h. The reaction mixture was washed with water, IN HCI, and sat. NaHCCh, dried (MgS04) and concentrated in vacuo to afford the title compound. (0870) ‘H NMR (400 MHz, DMSO-d6) delta ppm 1.28 – 1.51 (m, 9 H) 2.58 – 3.26 (m, 6 H) 3.46 – 3.63 (m, 1 H) 3.74 – 3.93 (m, 1 H) 4.28 – 4.47 (m, 1 H) 5.20 (s, 1 H) 7.05 – 7.30 (m, 7 H) 7.36 – 7.51 (m, l H) 8.57 (m, 1 H) (0871) MS ES+: 293 (M-BOC)

The synthetic route of 166591-85-1 has been constantly updated, and we look forward to future research findings.

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

New learning discoveries about 170097-67-3

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

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.,170097-67-3

General procedure: To a solution of corresponding acids (1.0mmol) in DCM (6mL) was added EDCI (1.5mmol), HOBt (1.5mmol), Et3N (3.0mmol) and corresponding amines (1.0mmol). The mixture was stirred at room temperature for 4h. The reaction mixture was diluted with saturated sodium bicarbonate aqueous solution (10mL) and extracted with DCM (3¡Á10mL). The combined organic layers were then dried and concentrated. The residue was purified by silica gel chromatography (dichloromethane/methanol, v/v, 90:10) to give the desired product.

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

Reference£º
Article; Shao, Jingwei; Zhu, Kongkai; Du, Daohai; Zhang, Yuanyuan; Tao, Hongrui; Chen, Zhifeng; Jiang, Hualiang; Chen, Kaixian; Luo, Cheng; Duan, Wenhu; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 317 – 333;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Simple exploration of 81237-69-6

The synthetic route of 81237-69-6 has been constantly updated, and we look forward to future research findings.

81237-69-6,81237-69-6, 5-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 20 mL vial was charged with 2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-151-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (0.1 g,0.332 mmol), 5-bromo-1,2,3,4-tetrahydroisoquinoline (0.083 g, 0.332 mmol), o-benzotriazol-1-yl-N,N,N’,N’-tetramethyluroniumtetrafluoroborate (0.133 g, 0.415 mmol), Hunig’s base (0.580 mL,3.32 mmol), and DMF (3 mL). The vial was sealed and stirred at room temperature. After stirring the mixture for 70.5 h, the reaction mixture was quenched withwater. The solids that formed were collected by filtration. The mother liquorwas concentrated under reduced pressure, and a second batch of solids was collected by recrystallizing from MeOH and water. 1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (0.145 g, 0.293 mmol, 88 % yield),was isolated as an off-white solid. LC/MS: m/z 495 (M+H)+, 497.02 (M+3H)+1.935 min (method 1). 1H NMR (500 MHz, DMSO-D6) delta ppm 12.42 (s, 1H),9.22-9.27 (m, 1H), 8.18-8.31 (m, 1H), 7.84 (s, 1H), 7.09-7.59 (m, 3H),4.59-4.87 (m, 2H), 3.67-3.95 (m, 5H), 2.73-2.96 (m, 2H), 2.47-2.52 (m, 3H).

The synthetic route of 81237-69-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Swidorski, Jacob J.; Liu, Zheng; Yin, Zhiwei; Wang, Tao; Carini, David J.; Rahematpura, Sandhya; Zheng, Ming; Johnson, Kim; Zhang, Sharon; Lin, Pin-Fang; Parker, Dawn D.; Li, Wenying; Meanwell, Nicholas A.; Hamann, Lawrence G.; Regueiro-Ren, Alicia; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 160 – 167;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 22990-19-8

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

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

REFERENCE EXAMPLE 1 To a 130 ml dichloromethane solution containing 6.28 g of 1-phenyl-1,2,3,4-tetrahydroisoquinoline and 3.34 g of triethylamine, 3.1 ml of ethyl chloroformate was added dropwise under ice-cooling, followed by stirring at room temperature overnight. The reaction solution was washed successively with water, 1N hydrochloric acid, water and brine and then dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, thereby 10.58 g of ethyl 1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate was obtained as pale yellow oil. Infrared absorption spectrum numax(neat)cm-1: 1700, 1430, 1296, 1230, 1122. Nuclear magnetic resonance spectrum (CDCl3, TMS internal standard); delta: 1.29 (3H, t, J=7.3 Hz), 2.75-3.45 (3H, m), 3.90-4.40 (1H, m), 4.21 (2H, q, J=7.3 Hz), 6.38 (1H, s), 6.95-7.45 (9H, m).

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

Reference£º
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US6017927; (2000); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 1029689-82-4

1029689-82-4, As the paragraph descriping shows that 1029689-82-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1029689-82-4,Methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride (12.37 g) and Example 1.4.4 (15 g) in dimethyl sulfoxide (100 mL) was added N,N-diisopropylethylamine (12 mL). The mixture was stirred at 50 C. for 24 hours. The mixture was diluted with ethyl acetate (500 mL), washed with water and brine, and dried over Na2SO4. After filtration and evaporation of the solvent, the crude material was purified via silica gel column chromatography, eluting with 20% ethyl acetate in hexane, to give the title compound. MS (ESI) m/e 448.4 (M+H)+.

1029689-82-4, As the paragraph descriping shows that 1029689-82-4 is playing an increasingly important role.

Reference£º
Patent; AbbVie Inc.; Ackler, Scott L.; Bennett, Nathan B.; Boghaert, Erwin R.; Cullen, Steve C.; Doherty, George; Frey, Robin R.; Haight, Anthony R.; Judd, Andrew S.; Kunzer, Aaron R.; Shen, Xiaoqiang; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Wang, Xilu; Welch, Dennie S.; Wendt, Michael D.; (210 pag.)US2016/158377; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 226942-29-6

226942-29-6, As the paragraph descriping shows that 226942-29-6 is playing an increasingly important role.

226942-29-6, 6-Bromo-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 6-bromo-1,2,3,4-tetrahydroisoquinoline (1.00 g, 4.72 mmol) in DCM (20 mL) was added TEA (1.314 mL, 9.43 mmol) followed by di-tertbutyldicarbonate (1.31 mL, 5.66 mmol) and the reaction mixture was stirred at ambient temperature for 12 h. The reaction was quenched with water and extracted with DCM (2 x 50 mL). The combined organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude was purified by CombiFlash (Redi sep-12 g, 15 % EtOAc/n-hexanes) to obtain Intermediate 1-22 (1.10 g, 74.7 %), as alight brown liquid. ?HNIVIR (300 MHz, DMSO-d6) oe ppm 1.42 (s, 9 H), 2.77 (t, J 5.85 Hz, 2 H), 3.52 (t, J= 5.85 Hz, 2 H), 4.45 (s, 2 H), 7.14 (d, J= 7.93 Hz, 1 H), 7.33-7.40 (m, 2 H). LCMS (MethodE): retention time 3.41 mi [M+H] 316.0.

226942-29-6, As the paragraph descriping shows that 226942-29-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; RICHTER, Jeremy; YADAV, Navnath Dnyanoba; PANDA, Manoranjan; GODESI, Sreenivasulu; (132 pag.)WO2017/184662; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem