Month: October 2020

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 6-Bromo-1,2,3,4-tetrahydroisoquinoline,cas is 226942-29-6, mainly used in chemical industry, its synthesis route is as follows.

A mixture of 6-bromo-l,2,3,4-tetrahydroisoquinoline (2 g, 9.43 mmol), Boc20 (2.26 g, 2.41 mL, 10.4 mmol) and Et3N (1.91 g, 2.63 mL, 18.9 mmol) in THF (30 mL) was stirred at rt. For 3 hrs. The resulting mixture was diluted with aqueous Na2C03 solution and extracted with EA (30 mL) twice. The combined organic layer was washed with brine, dried over aqueous Na2S04, filtered, and concentrated in vacuo to afford tert-butyl 6-bromo-3,4-dihydro-lH- isoquinoline-2-carboxylate (2.9 g) as white solid which was directly used in the next step without any further purification

226942-29-6, As the rapid development of chemical substances, we look forward to future research findings about 226942-29-6

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (81 pag.)WO2018/83136; (2018); 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

(9-1) 2.21 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride was dissolved in 40 ml of ethanol, and to this solution were added 5.1 g of sodium bicarbonate, 1.55 g of separately synthesised 3-ethyl chlorobutanoate, and a catalytic amount of potassium iodide. The solution was heated and stirred overnight under reflux, and water was added to the reaction mixture. The mixture was extracted with ethyl acetate, washed with saturated aqueous solution of sodium chloride, and dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography. From the fractions eluted with chloroform-methanol (100:1 v/v) was obtained 0.43 g of 2-[2-(ethoxycarbonyl)-1-methylethyl]-7-nitro-1,2,3,4-tetrahydroisoquinoline, which was an oily product (yield: 14percent).

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

Reference£º
Patent; Terumo Kabushiki Kaisha; US5789595; (1998); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,cas is 170097-67-3, mainly used in chemical industry, its synthesis 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, As the rapid development of chemical substances, we look forward to future research findings about 170097-67-3

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/74833; (2008); A2;,
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

Methyl 1 ,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride (3g, 13.17 mmol) and potassium carbonate (3.6g, 26.34 mmol) were taken in acetone (250 mL). 2,4,6-trimethylbenzenesulfonyl chloride (3.5g, 15.8 mmol) was added to the reaction mixture and stirred at ambient temperature for 1 6h. Crude reaction mixture was concentratedunder reduced pressure, extracted with saturated bicarbonate and brine, dried and concentrated. The crude mixture was purified on silica using ethyl acetate-hexane (40-60) to obtain the title compound (4.5g, 92% yield). ?H NMR (400 MHz, DMSO-d6) oe ppm 2.27 (s, 3 H) 2.54 (s, 6 H) 3.14 (d, J=3.42 Hz, 3 H) 4.32 – 4.50 (m, 2 H) 4.77 – 4.83 (m, 1 H) 7.08 (s, 2 H) 7.17 (s, 4H). MS (m/z): 374.1 (M+H).

57060-88-5 Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride 12248067, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; SAINT LOUIS UNIVERSITY; BURRIS, Thomas; WALKER, Jonn, K.; FLAVENY, Colin; CHATTERJEE, Arindam; (117 pag.)WO2017/223514; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 3-Methyl-1,2,3,4-tetrahydroisoquinoline,cas is 29726-60-1, mainly used in chemical industry, its synthesis route is as follows.

Step B: (3R4)-3-Methyl-1,2,3,4-tetraliydroisoquinolineThe product from Step A (4.5 g) is dissolved in a 1:9 isopropanol/heptane mixture (55mL), and the resultant solution is repeat-injected onto an IC Column (50x500mm, 20 urnparticle size), eluting with 5:95 mixture of 2-propanol/heptane containing 0.05% diethylamine, with a flow rate of 50 mi/mm at ambient temperature. Under these conditions the (R,)-isomer eluted as the second fraction.

29726-60-1, As the rapid development of chemical substances, we look forward to future research findings about 29726-60-1

Reference£º
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; DAVIDSON, James, Edward, Paul; MURRAY, James, Brooke; CHEN, I-Jen; WALMSLEY, Claire; DODSWORTH, Mark; MEISSNER, Johannes, W., G.; BROUGH, Paul; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; KOTSCHY, Andras; SZLAVIK, Zoltan; GENESTE, Olivier; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; HENLIN, Jean-Michel; STARCK, Jerome-Benoit; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; WO2015/11164; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline,cas is 42923-79-5, mainly used in chemical industry, its synthesis route is as follows.

(5-1) The raw material 7-nitro-1,2,3,4-tetrahydroisoquinoline was prepared according to Heterocyclic Chemistry, 22 , 329 (1985). 7-Nitro-1,2,3,4-tetrahydroisoquinoline (5.78g) was dissolved in ethanol (400ml), triethylamine (7.8ml) and ethyl bromoacetate (4.5g) were added, and the mixture was heated and refluxed for 1 hour. Most of the solvent was distilled off under reduced pressure, the concentrated residue was extracted with ethyl acetate and the extracted solution was dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the crude product obtained was purified by silica gel column chromatography using a solvent mixture, ethyl acetate : n-hexane = 1: 3, as a developer. The compound obtained was treated with a hydrochloric acid/dioxane solution to obtain ethyl 7-nitro-1,2,3,4-tetrahydro-isoquinoline-2-acetate hydrochloride (4.2g).

42923-79-5, As the rapid development of chemical substances, we look forward to future research findings about 42923-79-5

Reference£º
Patent; MITSUI TOATSU CHEMICALS, Inc.; EP760364; (1997); A2;,
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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

To a suspension of the product from Step A (12 g, 58 MMOL), and pyridine (23.7 mL, 293 mmol) in anhydrous CHZCIZ (50 mL) cooled at 0 C was added in a dropwise manner trifluoroacetic anhydride (12 ML, 87 MMOL), and the resulting mixture was stirred at room temperature for 18 h. The reaction mixture was poured onto ice (500 g) and extracted with CH2CI2 (4 x 150 mL). The combined CH2CI2 layers were washed with 1 N HCl (4 x 100 ML), saturated NaCl (100 mL), dried over NA2SO4, filtered and evaporated IN VACUO to give the product (15.92 g, 89 %) ; H NMR 500MHZ (CDCl3) 8 = 3.07 (2H, m), 3.91 and 3.94 (2H, t, J = 6. 2 HZ), 4. 85 and 4.88 (2H, s), 7.36 (1H, dd, J = 8.7 and 11.9 Hz), 8.07 (1H, dd, J=2. 3AND 8.5 Hz), 8.01-8. 08 (2H m).

42923-79-5 7-Nitro-1,2,3,4-tetrahydroisoquinoline 6424833, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2004/94371; (2004); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57060-88-5, Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57060-88-5

(B) Methyl 2-[N2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate To a stirred solution of 1.8 g of methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride and 8 ml of triethylamine in 50 ml of chloroform which was cooled in an ice bath, there was carefully added N2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl chloride hydrochloride obtained above. The reaction mixture was allowed to stand overnight at room temperature. The reaction mixture was washed twice with 50 ml of saturated sodium chloride solution and evaporated to dryness. The residue was dissolved in water-ethanol and ajusted to pH 12 with 5N NaOH solution at a temperature below 0 C to precipitate a solid. This was collected by filtration to give 3 g of methyl 2-[N2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate. I.R. (KBr): 3,350, 1,740, 1,640, 1,260, 1,160 cm-1. Analysis-Calcd. for C29 H35 O7 N5 S1 (percent): C, 58.27; H, 5.90; N, 11.72. Found (percent): C, 58.45; H, 6.03; N, 11.53.

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

Reference£º
Patent; Mitsubishi Chemical Industries Ltd.; Okamoto; Shosuke; US4104392; (1978); 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.923591-51-9,5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,923591-51-9

Step 1 : 5-Bromo-N-(thiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide A solution of imidazole (1.530 g, 22.47 mmol) and thiazol-2 -amine (0.750 g, 7.49 mmol) in 8 mL DCM was cooled to -78 C and was treated with sulfuryl chloride (0.609 ml, 7.49 mmol). After stirring for 20 minutes, the cooling bath was removed and the reaction mixture was allowed to stir for an additional 30 minutes. 5-Bromo-l,2,3,4- tetrahydroisoquinoline hydrochloride (ASW Medchem, Brunswick, NJ, 1.396 g, 5.62 mmol) was added, followed by triethylamine (7.31 ml, 52.4 mmol). The reaction mixture was then heated to 80 C for 30 minutes. The mixture was cooled to rt and poured into IN citric acid solution before being extracted into EtO Ac. The organics were dried over MgS04 and concentrated. Purification of the residue by silica gel column chromatography (0 to 100% EtO Ac/heptane) gave 5-bromo-N-(thiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide (1.092 g, 2.92 mmol). [M+H]+ = 375.6.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.91-21-4,1,2,3,4-Tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,91-21-4

To concentrated H2504 solution (62 mL) at 4 C was added 1,2,3,4- tetrahydroisoquinoline (15 g, 112.78 mmol) dropwise keeping the temperature below 15 C. To the stifling mixture at 4 C was added NaNO3 (12.5, 148.80 mmol) keeping internal temperature below 10 C. The reaction mixture was stined at RT for 16 h. The reaction mixture was added to NH4OH (185 mL) to a final pH = 8. The mixture was extracted with DCM (3 x 150 mL), washed with brine (75 mL) and dried (Na2504). The solvent was removed. The resulting crude was dissolved in EtOH (50 mL) and concentrated HC1 (14 mL) was added. The resulting solid was filtered and washed with diethyl ether to afford 7-nitro- 1,2,3,4-tetrahydroisoquinoline (13 g, 86%) as a mixture of isomers. MS (ESI) mlz: 179.1 [M+H].

As the paragraph descriping shows that 91-21-4 is playing an increasingly important role.

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem