Some tips on 75416-51-2

The synthetic route of 75416-51-2 has been constantly updated, and we look forward to future research findings.

75416-51-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.75416-51-2,8-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

A solution of 8-bromo-dihydroisoquinoline (300 mg, 1.42 mmol) in CH2Ch (14 mL) was cooled to 0 ¡ãC and zeta’RhobetaNuEpsilon (370 mg, 2.8 mmol) and CbzCl (480 mg, 2.8 mmol) were added. The reaction was stirred at room temperature forl6 h. The reaction was diluted with CH2CI2 (10 mL) and poured into water (20 mL). The layers were separated and the aqueous layer was extracted with CH2CI2 (3 x 20 mL). The combined organic layers were dried (Na2S04) and concentrated under reduced pressure. The crude mixture was purified via flash column chromatography eluting with EtOAc:hexanes (5:95) to give 401 mg (83percent) of compound KTL-02-108 as a clear oil: lH NMR (400 MHz) delta 7.44 – 7.29 (comp, 6 H), 7.11 – 7.01 (comp, 2 H), 5.21 (s, 2 H), 4.62 (s, 2 H), 3.71 (t, / = 5.8 Hz, 2 H), 2.85 (br s, 2 H).

The synthetic route of 75416-51-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; MARTIN, Stephen, F.; SAHN, James, J.; LINKENS, Kathryn, Taylor; (119 pag.)WO2017/190109; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 42923-79-5

42923-79-5, As the paragraph descriping shows that 42923-79-5 is playing an increasingly important role.

42923-79-5, 7-Nitro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of the required 1,2,3,4-tetrahydroisoquinoline derivative (1 equivalent), NaHCO3 (2 equivalents), and the appropriate substituted fluoro- or chlorobenzoic acid (1 equivalent) was heated at reflux in a mixture of ethanol : water (2:1) with stirring (15 hours). The ethanol was evaporated and the residue was poured onto ice and extracted several times with CH2Cl2. The combined organic layers were discarded and the aqueous layer acidified with concentrated hydrochloric acid solution until pH 2 yielding a solid. The solid was collected and dried in a vacuum dessicator over P2O5 giving the crude N-(carboxy-nitroaryl)-1,2,3,4-tetrahydroisoquinoline derivative.

42923-79-5, As the paragraph descriping shows that 42923-79-5 is playing an increasingly important role.

Reference£º
Article; Burke, Philip J.; Chun Wong, Lai; Jenkins, Terence C.; Knox, Richard J.; Stanforth, Stephen P.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 24; (2011); p. 7447 – 7450;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 42923-79-5

As the paragraph descriping shows that 42923-79-5 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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

The mixture of 7-Nitro- 1,2,3, 4-tetrahydro-isoquinoline (1.5 g, 8.38 mmole) and 10% Pd/C (300 mg) in diethyleneglycol (5 mL) was submitted to Smith Synthesizer under microwave radiation at 220 C for 25 min. The resulting mixture was diluted with MeOH arid filtered. The filtrate was concentrated and diluted with CH2Cl2, washed with sat’a’q. ‘ NH4CI and dried over Na2SO4. After filtration and concentration, the desired compound was isolated through flash chromatography (eluted with CH2Cl2:Me0H 9: 1) as an orange solid. MS: (ES+) 145(M+H). Calc’d. for C9H8N2 – 144.07.

As the paragraph descriping shows that 42923-79-5 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2007/48070; (2007); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 42923-77-3

The synthetic route of 42923-77-3 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.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

Example 285A ethyl 4-(6-methoxy-3,4-dihydroisoquinolin-2(1H)-yl)benzoate The desired product was prepared by subtituting 6-methoxy-1,2,3,4-tetrahydroisoquinoline (prepared according to the procedure described in U.S. Pat. No. 1,845,403) for 1,4-dioxa-8-azasprio(4,5)decane in Example 158A. MS (DCI) m/e 312 (M+H)+.

The synthetic route of 42923-77-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Augeri, David J.; Baumeister, Steven A.; Bruncko, Milan; Dickman, Daniel A.; Ding, Hong; Dinges, Jurgen; Fesik, Stephen W.; Hajduk, Philip J.; Kunzer, Aaron R.; McClellan, William; Nettesheim, David G.; Oost, Thorsten; Petros, Andrew M.; Rosenberg, Saul H.; Shen, Wang; Thomas, Sheela A.; Wang, Xilu; Wendt, Michael D.; US2002/86887; (2002); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 877861-62-6

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

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.

Step B: 3,4-Dihydro-1 H-isoquinoline-2,6-dicarboxylic acid 2-tert-butyl ester 6-methyl ester. To a solution of 6-methoxycarbonyl-1 ,2,3,4-tetrahydroisoquinoline hydrochloride (5.00 g, 22.0 mmol) in MeOH (220 ml_) was added di-tert-butyl dicarbonate (7.20 g, 33.0 mmol) and triethylamine (TEA; 9.20 ml_, 66.0 mmol). After 24 h, the mixture was concentrated to provide a yellow oil. This oil was dissolved in ethyl acetate (EtOAc; 200 ml_) and washed with 0.25 M HCI (200 ml_). The aqueous layer was extracted with EtOAc. The combined organic layers were dried and concentrated to provide 6.84 g (100%) of the title compound as a colorless oil., 877861-62-6

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; JANSSEN PHARMACEUTICA N.V.; WO2008/109336; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 170097-67-3

170097-67-3, As the paragraph descriping shows that 170097-67-3 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.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 (296 mg, 1.07 mmol), HATU (406 mg, 1.07 mmol), DIPEA (0.41 ml_, 2.36 mmol ) and ethyl 2-amino-4-methyl-1 ,3-thiazole-5-carboxylate (199 mg, 1.07 mmol) in DMF (5 ml.) was stirred at 500C for 6 hours. The volatiles were removed under reduced pressure and the residue was dissolved in ethyl acetate. The organic phase was then washed with dilute HCI, with a solution of sodium bicarbonate, dried over MgSO4, filtered and evaporated under reduced pressure. The residue was dissolved in a mixture of ethanol (1.5 ml.) and water (2 ml.) and sodium hydroxide was added (86 mg, 2.15 mmol) and the reaction mixture was heated at 500C for 4 hours. The reaction was then cooled, acidified with dilute HCI and the aqueous phase was extracted with ethyl acetate. The combined extracts were dried over MgSO4, filtered and evaporated under reduced pressure. The residue obtained was used directly in the next step without further purification.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/150196; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 91-21-4

As the paragraph descriping shows that 91-21-4 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.91-21-4,1,2,3,4-Tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,91-21-4

1,2,3,4-tetrahydroisoquinoline (2.5 mL, 2.0 mmol) is dripped to H2SO4 (10 mL, 18.0 mmol) at 0 ¡ãC in 10 min, after that potassium nitrate (2.16 g, 2.14 mmol) is added in batches, and the temperature is increased to room temperate, then the mixture continues to react for 16 hrs. And then the reaction mixture is poured into ice water (50 mL), washed with ethyl acetate (30 mL * 2), and pH of the aqueous layer is adjusted to approximately 9?10 with ammonium hydroxide, then the aqueous layer is extracted with ethyl acetate (50 mL * 2), dried with anhydrous Na2SO4 and rotated to dryness. The resulted product is dissolved in ethyl acetate (20 mL) and its pH is adjusted to approximately 4?5 with HCl dissolved in ethyl acetate solution, then the mixture is filtered and washed, dried, to obtain a yellow solid of 1.8 g, that is 7-nitro-1,2,3,4-tetrahydroiso-quinoline hydrochloride with a yield of 42percent. Spectrum is: 1H NMR (400 MHz, DMSO) delta: 9.91(s, 2H), 8.20(d, J = 1.6 Hz, 1H), 8.10(dd, J = 8.4 Hz, 1.6 Hz, 1H), 7.52(d, J = 8.4 Hz, 1H), 4.37(s, 2H), 3.38(t, J = 6.0 Hz, 2H), 3.15(t, J = 6.0 Hz, 2H).

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

Reference£º
Patent; Guangzhou Henovcom Bioscience Co. Ltd.; ZHANG, Jiancun; ZOU, Qingan; CHEN, Yanwei; (64 pag.)EP3401315; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 42923-77-3

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

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,42923-77-3

To a solution of 12 (29.0 g, 178 mmol) in DCM (250 mL) was added Et3N (49.6 mL, 356 mmol) and trifluoroacetic anhydride (29.7 mL, 213 mmol) at 0 C. The reaction mixture was stirred at rt for 3 h, quenched with water, and extracted with DCM. The combined organic layers were dried with Na2SO4, filtered, and concentrated. The crude mixture was purified by silica gel column chromatography using EtOAc/hexanes (1/1) as an eluent to afford the title compound 13 (30.0 g, 115.7 mmol, 65%) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 7.08-7.02 (m, 1H), 6.82-6.76 (m, 1H), 6.73-6.68 (m, 1H), 4.73-4.68 (m, 2H), 3.88-3.82 (m, 2H), 3.80 (s, 3H), 2.95-2.93 (m, 2H); EI/MS m/z 259.0 [M+].

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

Reference£º
Article; Achary, Raghavendra; Yun, Jeong In; Park, Chi Min; Mathi, Gangadhar Rao; Lee, Joo Yun; Ha, Jae Du; Chae, Chong Hak; Ahn, Sunjoo; Park, Chi Hoon; Lee, Chong Ock; Hwang, Jong Yeon; Yun, Chang-Soo; Jung, Hee Jung; Cho, Sung Yun; Kim, Hyoung Rae; Kim, Pilho; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 207 – 219;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 877861-62-6

As the paragraph descriping shows that 877861-62-6 is playing an increasingly important role.

877861-62-6, Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,877861-62-6

To a mixture of 6-methoxycarbonyl-l,2,3,4-tetrahydroisoquinoline hydrochloride (22.8 mg, 0.1 mmol), DCM (1 mL) and 1.0 M aqueous solution of potassium carbonate (1 mL, 1 mmol) was added (trifluoromethyl)phenyl isocyanate (47 mg, 0.25 mmol). The reaction mixture was stirred at room temperature overnight. Upon quenching with the addition of 0.5 mL of 1 : 1 MeOH:water, the mixture was stirred for an addition 30 minutes then evaporated to dryness. The residue obtained was partitioned between DCE (3 x 5 mL) and half saturated aqueous sodium bicarbonate. The organic layers were washed with brine and concentrated to afford a white solid. LCMS (FA) ES+ 379.

As the paragraph descriping shows that 877861-62-6 is playing an increasingly important role.

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BLACKBURN, Christopher; CIAVARRI, Jeffrey; GIGSTAD, Kenneth; XU, He; WO2010/151318; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Simple exploration of 57196-62-0

57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.

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

Titanium tetrachloride at 0 of dichloromethane (80mL) (8.8mL, 15.2g, 80mmol) was added, and then, dichloromethyl methyl ether (7.2mL, 9.2g, 80mmol) was added dropwise and, followed on 6-methoxy-1,2,3,4-tetrahydro – isoquinoline hydrochloride (4.0 g, 20 mmol) was added portionwise, followed by stirring for 3 hours the mixture at 0 C.. The reaction was stopped by slowly adding 2N HCl (50 mL), and the layers were separated. The organic layer was extracted with 1N hydrochloric acid (2 ¡Á 10 mL), and the acidic aqueous layer combined was washed with dichloromethane (1x20mL). Dichloromethane (100 mL) was added to the aqueous layer, and was adjusted to 10 with pH 10 N sodium hydroxide with ice-cooling a mixture of two layers (70 mL). Di -tert- butyl (4.8 g, 22 mmol) After addition, the mixture was stirred overnight. Dilute the reaction with dichloromethane (120 mL) and water (200 mL), and extracted with dichloromethane (2 ¡Á 100 mL) and the aqueous layer was separated. The combined organic layers were washed with water (3 ¡Á 150 mL), dried over magnesium sulfate, and concentrated. The residue oil was chromatographed on silica (200 g), first 8: 1 mixture of the n- hexane and ethyl acetate, followed by the same solvent 4: 2 with a mixture of 1, and, finally: 1 and eluted with a mixture of. The appropriate fractions were combined and concentrated and the residue triturated with n- hexane, first 5-formyl-6-methoxy-3,4-dihydro -1H- isoquinoline-2-carboxylic acid tert- butyl ester (1.72g, 5.9mmol, 29.5%), and then 7-formyl-6-methoxy-3,4-dihydro -1H- isoquinoline-2-carboxylic acid tert- butyl ester (2.88 g,. 9 .9mmol, yield 49.5%) as a colorless solids., 57196-62-0

57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MANNKIND CORPORATION; ZENG, QINGPING; TORO, ANDRAS; PATTERSON, JOHN BRUCE; WADE, WARREN STANFIELD; ZUBOVICS, ZOLTAN; YANG, YUN; WU, ZHIPENG; (403 pag.)JP2015/214548; (2015); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem