Tag: M.W:200-300

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 dry microwave vial under nitrogen was added 2-(l- (2-chloropyrimidin-4-yl)piperidin-4-yl)propan-2-ol (540 mg, 2.111 mmol), 6-bromo- 1,2,3,4-tetrahydroisoquinoline (570 mg, 2.69 mmol) and anhydrous NMP (12 mL). The reaction was flushed with argon, treated with N,N-diisopropylethylamine (1.11 mL, 6.36 mmol), capped and heated in a microwave reactor at 160 C for 4 h. The solvent was removed under a gentle stream of niotrogen and the crude material was purified via silica gel chromatography (40g SiCh column, dichloromethane: ethyl acetate 100:0 -> 0: 100) to afford 2-(l-(2-(6-bromo-3,4-dihydroisoquinolin-2(lH)-yl)pyrimidin-4-yl)piperidin-4- yl)propan-2-ol, 2.0 methyl-2-pyrrolidinone, 642.2 mg (48%). LCMS (M+l) = 431.2 and 433.1.

226942-29-6, The synthetic route of 226942-29-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; DESKUS, Jeffrey; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (220 pag.)WO2018/127801; (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.226942-29-6,6-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,226942-29-6

To a stirred solution of 122a (700 mg, 3.31 mmol) in anhydrous DCM (10 ml) was added triethylamine (0.92 ml, 6.63 mmol) and di-tert-butyl dicarbonate (1.44 g, 6.63 mmol) at 0C. The reaction mixture was stirred at 20-35C for 16 h. The progress of the reaction was monitored by TLC. After 16 h of stirring, the reaction mixture was diluted with water (30 ml) and extracted with dichloromethane (2 x 30 ml). The combined organic layers were washed with brine (30 ml), followedby drying over anhydrous Na2S04 and filtering. The filtrate was rotary evaporated to get residue which was purified by column chromatography using a mixture of 10% ethyl acetate/pet ether as an eluentto get the desired compound as an oily liquid (900 mg, 87%). NMR (400 MHz, DMSO-d6) delta 7.39 (s, 1H), 7.36 (dd, J = 7.8, 1.9 Hz, 1 H), 7.14 (d, J = 8.3 Hz, 1H), 4.45 (s, 2H), 3.52 (t, J = 5.9 Hz, 2H), 2.77 (t, J = 5.9 Hz, 2H), 1.47 (s, 9H).

226942-29-6 6-Bromo-1,2,3,4-tetrahydroisoquinoline 15885183, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; TAKHI, Mohamed; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; MAHADARI, Muni Kumar; KOTTAM, Chandrashekar Reddy; ABD RAHMAN, Noorsaadah; YUSOF, Rohana; WO2013/80222; (2013); 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.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of 2-{[(1 ,1-dimethylethyl)oxy]carbonyl}-1 ,2,3,4-tetrahydro-6- isoquinolinecarboxylic acid (14.3 g, 52 mmol), HATU (29.5 g, 77.6 mmol), DIPEA (14.6 ml_, 62 mmol) in DMF was stirred at room temperature for 1 hour. 5-{[(2- chlorophenyl)oxy]methyl}-1 ,3,4-thiadiazol-2-amine, (Intermediate 95) (15 g, 62 mmol) was added and the mixture was stirred at room temperature overnight. The DMF was evaporated under reduced pressure and the residue was dissolved in EtOAc. The organic phase was then washed with water and filtered to eliminate an insoluble. The aqueous phase was re-extracted with EtOAc, and the organic phase was dried over sodium sulphate, filtered and evaporated under reduced pressure. The residue was then diluted with DCM and the insoluble was filtered. All the organic phases were combined, dried over sodium sulphate, filtered and evaporated under reduced pressure to give the title compound (14 g, 62%).1H NMR (300 MHz, DMSO, ppm) delta: 7.96 (s, 1 H), 7.93 (d, 1 H), 7.48 (d, 1 H), 7.36 (m, 3H), 7.04 (m, 1 H), 5.64 (s, 2H), 4.59 (s, 2H), 3.60 (t, 2H), 2.86 (t, 2H), 1.44 (s, 9H)., 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; WO2008/104524; (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.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

To a stirred solution of 1 (1.5 g, 5.4 mmol) in toluene (15 mL) was added DPPA (2.17 g, 8.11 mmol), Et3N (1.05 mL, 8.11 mmol) and benzyl alcohol (0.876 g, 8.11 mmol) under N2. The reaction mixture was allowed to reflux for 12 h, cooled and diluted with ethyl acetate (100 mL). It was washed with water (5 mL), brine solution (5 mL) and dried over Na2SO4. It was filtered and concentrated under reduced pressure and the residue was purified by column chromatography (SiO2, 60-120, chloroform/methanol, 9/1) gave 2 (2.0 g, 97%) as a white solid.

170097-67-3, As the paragraph descriping shows that 170097-67-3 is playing an increasingly important role.

Reference£º
Patent; AVILA THERAPEUTICS AND USES THEREOF; WO2009/158571; (2009); A1;,
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

To a solution of 2-[(2-methylpropan-2-yl)oxycarbonyl]-3,4-dihydro-lH-isoquinoline-6- carboxylic acid (CAS-RN 170097-67-3; 300 mg, 1.08 mmol) in N,N-dimethylformamide (5 ml) was added 4-methylmorpholine (547 mg, 5.41 mmol), 4,5,6,7-tetrahydro-lH-[l,2,3]triazolo[4,5- c]pyridine (CAS-RN 706757-05-3; 141 mg, 1.08 mmol) and 0-(7-azabenzotriazol-l-yl)- Nu,Nu,Nu’,Nu’-tetramethyluronium hexafluoro-phosphate (411 mg, 1.08 mmol) at room temperature, then after 18 h the reaction mixture was partitioned between sat. aq. sodium hydrogen carbonate solution and a mixture of ethyl acetate and 2-methyltetrahydrofuran. The organic layer was washed with ammonium chloride solution and brine, dried over magnesium sulfate, filtered and evaporated. Chromatography (silica gel, gradient dichloromethane to dichloromethane / methanol / 25% aq. ammonia solution 90 : 10 : 2.5) produced the title compound (278 mg, 67%). White foam, MS: 384.3 (M+H)+.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HERT, Jerome; HUNZIKER, Daniel; MATTEI, Patrizio; RUDOLPH, Markus; SCHMITZ, Petra; DI GIORGIO, Patrick; (81 pag.)WO2018/167113; (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.99365-69-2,7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.

99365-69-2, Into a 20 mL vial was charged 7-nitro-l,2,3,4-tetrahydroisoquinoline, hydrochloric acid salt (0.300 g, 1.398 mmol), methoxyacetyl chloride (0.141 ml, 1.537 mmol), triethylamine (0.429 ml, 3.07 mmol), and dichloromethane (6.99 ml). The reaction was stirred at room temperature for 2 hours. The reaction was diluted with dichloromethane, washed with IN HC1, saturated aqueous sodium bicarbonate, and brine. The organic layer was dried over MgS04, filtered and concentrated to provide the title compound. MS (DCI(+)) m/e 251 (M+H)+.

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

Reference£º
Patent; ABBOTT LABORATORIES; BA-MAUNG, Nwe Y.; CLARK, Richard F.; ERICKSON, Scott A.; FIDANZE, Steve D.; KAWAI, Megumi; MANTEI, Robert A.; SHEPPARD, George S.; SORENSON, Bryan K.; WANG, Gary T.; WO2011/53476; (2011); 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.

General procedure: Pd/C (254 mg, 0.12 mmol) and K3PO4*3H2O (16 mg, 0.06mmol) were placed in a Schlenk tube followed by acetonitrile(1 mL), and the resulting mixture was stirred at room temperaturefor 10 min. A solution of 1-substituted-1,2,3,4- tetrahydroisoquinoline(0.30 mmol) in acetonitrile (4 mL) was thenadded to the reaction mixture, and the Schlenk tube was carefullyand quickly vacuum purged before being filled with oxygenusing an oxygen balloon. The reaction mixture was thenstirred at 60 C until the 1-substituted-1,2,3,4- tetrahydroisoquinolinehad been completely consumed (as determined byTLC analysis). Upon completion of the reaction, the mixturewas slowly cooled to room temperature and filtered throughdiatomite to remove the Pd/C catalyst. The filtrate was thenconcentrated in vacuo to give the crude product as a residue,which was purified by flash chromatography over silica geleluting with petroleum ether and ethyl acetate to give the imineproduct 2. 1-Phenyl-3,4-dihydroisoquinoline (2a): 86% yield, known compound [ 54 ], yellow oil, Rf = 0.75 (ethyl acetate). 1H NMR (400 MHz, CDCl3) delta = 7.60-7.56 (m, 2H), 7.44-7.35 (m, 4H), 7.26-7.21 (m, 3H), 3.85-3.82 (m, 2H), 2.80-2.77 (m, 2H); 13C NMR (100 MHz, CDCl3) delta = 167.3, 139.0, 138.9, 130.7, 129.3, 128.9, 128.8, 128.1, 127.9, 127.4, 126.6, 47.7, 26.3.

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
Article; Ji, Yue; Chen, Mu-Wang; Shi, Lei; Zhou, Yong-Gui; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 36; 1; (2015); p. 33 – 39;,
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.

To a dry 100 mL pressure bottle under nitrogen was added 2-chloro-4-(pyridin-3-yl)pyrimidine (961 mg, 5.02 mmol), 6-bromo-l,2,3,4-tetrahydroisoquinoline, HQ (1.40 g, 5.63 mmol) and acetonitrile (60 mL). The reaction was flushed briefly with argon, treated with Hunig’s base (2.6 mL, 14.89 mmol), capped and heated at 130 C for 18 h. The resulting tan solid was collected by vacuum filtration to afford 6-bromo-2-(4-(pyridin-3-yl)pyrimidin-2-yl)- 1,2,3,4-tetrahydroisoquinoline, 1.62 g (88%). LCMS (M+l) = 367.0 and 369.0.

215798-19-9, The synthetic route of 215798-19-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; DESKUS, Jeffrey; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (220 pag.)WO2018/127801; (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.877861-62-6,Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.,877861-62-6

A mixture of 10 g methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, 10 ml triethylamine, and 15 ml dichloromethane with 525 mg DMAP is stirred at 0 C and 9.3 ml of benzyl chloroformiate are added dropwise. After stirring overnight at ambient temperature, the reaction mixture is added to cold water. The organic phase is washed, dried, and evaporated. The crude product is purified by a silica gel chromatography.

877861-62-6 Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride 42614607, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; 4SC AG; EP2100879; (2009); 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.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 8: 1 ,1-dimethylethyl 6-{r(5-methyl-1-{r2-(methyloxy)phenyllmethyl}-1 H-pyrazol- 3-yl)amino1carbonyl}-3,4-dihvdro-2(1 H)-isoquinolinecarboxylate; To a solution of 5-methyl-1-{[2-(methyloxy)phenyl]methyl}-1 /-/-pyrazol-3-amine (Intermediate 5) (0.1 g, 0.46 mmol) in DCM (5m L) was added 2-{[(1 ,1-dimethylethyl)oxy]carbonyl}-1 ,2,3,4- tetrahydro-6-isoquinolinecarboxylic acid (0.15 g, 0.55 mmol), HOBt (0.075 g, 0.55 mmol) and EDCI (0.105 g, 0.55 mmol), Et3N (130 muL, 0.92 mmol) and the mixture was stirred at room temperature for 48 hours. The organic phase was then washed with HCI (0.5N) and a saturated solution of NaHCO3, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM to DCM/EtOAc: 80/20 to give the title compound as an oil (115 mg, 52%). LC/MS: m/z 477 (M+H)+, Rt: 3.52 min.

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; WO2008/74833; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem