Tag: M.W:100-200

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.

1,2,3,4-Tetrahydroisoquinoline (6.3 mL, 50.0 mmol) was added dropwise to a stirred ice-cold solution of concentrated H2SO4 (25 mL). KNO3 (5.6 g, 55.0 mmol) was added portionwise while maintaining the temperature below 5¡ã C. The mixture was stirred at room temperature overnight, carefully poured into an ice-cold solution of concentrated NH4OH, and then extracted three times with CHCl3. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The resulting dark brown oil was taken up into EtOH, cooled in an ice bath and treated with concentrated HCl. The yellow precipitate was collected via filtration and recrystallized from methanol to give 1,2,3,4-tetrahydro-7-nitroisoquinoline hydrochloride as yellow solid (2.5 g, 23percent). 1H NMR (400 MHz, DMSO-d6) delta 9.86 (s, 2H), 8.22 (d, J=1.6 Hz, 1H), 8.11 (dd, J=8.5, 2.2 Hz, 1H), 7.53 (d, J=8.5 Hz, 1H), 4.38 (s, 2H), 3.38 (s, 2H), 3.17-3.14 (m, 2H); HPLC ret. time 0.51 min, 10-99percent CH3CN, 5 min run; ESI-MS 179.0 m/z (MH+)., 91-21-4

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

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

7-Chloro-1,2,3,4-tetrahydroisoquinoline, cas is 82771-60-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.,82771-60-6

General procedure: To ice cold solutions of substituted-1,2,3,4-tetrahydroisoquinolines (1) (1.5 mmol) in a mixture of 2 mL of acetic acid and 2.2 mL of H2O, aqueous solutions of sodium nitrite (NaNO2, 4.5 mmol) in 1.5 mL of H2O were added drop by drop over 2 min at 0 C. in an ice-water bath. The reaction mixtures were stirred for 3 h. (0165) Thin Layer Chromatography (TLC) indicated that the reactions were complete. The reaction mixtures were extracted with CH2Cl2 and the organic layers were washed thrice with brine and dried over sodium sulfate. The solvents were evaporated in vacuo to obtain the crude products. Some products were purified at this stage. For example, 7-Chloro-2-nitroso-1,2,3,4-tetrahdyroisoquinoline was column chromatographed (3:1 Hexane:Ethylacetate, gradient elution) using combiflash column chromatography. The desired compound was obtained in moderate yields (62%). RRN 777-Chloro-2-nitroso-1, 2, 3, 4-tetrahydroisoquinoline (0166) 1HNMR (CDCl3): delta 3.02-3.13 (m, 2H, -CH2), 4.49-4.53 (m, 2H, -CH2), 4.76 (s, 2H, -CH2), 7.13-7.25 (m, 3H, C1?-C4?-H).

82771-60-6 is used more and more widely, we look forward to future research findings about 7-Chloro-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; Florida A&M University; Redda, Kinfe Ken; Eyunni, Suresh Kumar V. K.; (40 pag.)US2019/100495; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO276,mainly used in chemical industry, its synthesis route is as follows.,42923-79-5

To a stined solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (4 g, 22.47 mmol) in DMF (20 mL) was added K2C03 (12.42 g, 89.88 mmol) followed by 2-iodopropane (11.23 mL, 112.35 mmol). The reaction was stined at RT for 6 h. Water (50 mL) was added to the reaction, and the reaction was extracted with EA (2 x 100 mL). The combined organic layers were washed with brine (25 mL), dried (Na2SO4) and concentrated. The crude mixture was purified by column chromatography (Si02, 30% EA/pet. ether) to afford 2-isopropyl-7- nitro-1,2,3,4-tetrahydroisoquinoline (3.2 g, 65%) as a pale yellow liquid. MS (ESI) mlz 221.0 [M+H].

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

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

Name is 1,2,3,4-Tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 91-21-4, its synthesis route is as follows.,91-21-4

EXAMPLE 110; Step A; To ice cold concentrated sulfuric acid was added in a dropwise manner 1,2,3,4-tetrahydroisoquinoline (23 mL, 170 mmol), followed by potassium nitrate (18.8 g, 186 mmol) at such a rate that the temperature did not rise above 5 C. After complete addition the mixture was stirred at room temperature for 18 h then poured onto a stirred mixture of ice (700 g) and NH4OH (150 mL). The mixture was extracted with CHCl3 (3¡Á300 mL). The combined CHCl3 layers were washed with saturated NaCl (200 mL), dried over Na2SO4, filtered and concentrated in vacuo. The residue was dissolved in ethanol (130 mL) and cooled in an ice bath as concentrated hydrochloric acid (22 mL) was added. The formed precipitate was removed by filtration and recrystallized from methanol to give the product (12.45 g, 34%); 1H NMR 500 MHz (DMSO-d6) delta=3.13 (2H, t, J=6.2 Hz), 3.35 (2H, t, J=6.2 Hz), 4.35 (2H, s), 7.50 (1H, d, J=8.5 Hz), 8.07 (1H, dd, J=2.3 and 8.5 Hz), 8.19 (1H, d, J=2.3 Hz) 10.02 (2H, br s).

With the complex challenges of chemical substances, we look forward to future research findings about 1,2,3,4-Tetrahydroisoquinoline

Reference£º
Patent; Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R.; US2008/81803; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 7-Chloro-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 82771-60-6, its synthesis route is as follows.,82771-60-6

To a mixture of 7-chloro- l,2,3,4-tetrahydroisoquinoline (200 mg, 1.19 mmol), 5-bromo-2- pyrimidin-2-yl-pyrimidine (226 mg, 954 muiotaetaomicron, the product of step 3 in Example 1) and CS2CO3 (1.94 g, 5.97 mmol) in dioxane (15 mL) was added Brettphos Pd G3 (216 mg, 239 muiotaetaomicron, CAS registry number: 1470372-59-8). The resulting mixture was heated at 120 C with stirring for 48 hrs under N2 and filtered. The filtrate was concentrated in vacuo. The residue was purified by prep-HPLC to give 7-chloro-2-(2-pyrimidin-2-ylpyrimidin-5-yl)-3,4-dihydro- lH-isoquinoline (0436) (26 mg) as light yellow solid. XH NMR (400 MHz, Methanol-^) delta ppm: 8.87-8.99 (m, 2H), 8.55- 8.70 (m, 2H), 7.45-7.59 (m, IH), 7.25-7.38 (m, IH), 7.21 (s, 2H), 4.62 (s, 2H), 3.76 (t, 2H), 3.02 (s, 2H). MS obsd. (ESI+) [(M+H)+] : 324

With the complex challenges of chemical substances, we look forward to future research findings about 7-Chloro-1,2,3,4-tetrahydroisoquinoline

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

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.

To a stined solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (5 g, 28.09 mmol) in DMF (20 mL) was added K2C03 (15.5 g, 112.36 mmol) followed by ethyl iodide (4.4 mL, 56.18 mmol). The reaction was stined at RT for 3 h. Water (50 mL) was added, and the mixture was extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine (25 mL), dried (Na2SO4) and concentrated in vacuo. The resulting crude residue was purified by column chromatography (Si02, 30% EA/pet. ether) to afford 2- ethyl-7-nitro-1,2,3,4-tetrahydroisoquinoline (3.1 g, 54%) as a pale yellow liquid. MS (ESI) mlz 207.1 [M+H].

42923-79-5, As the paragraph descriping shows that 42923-79-5 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

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,1,2,3,4-Tetrahydroisoquinoline,91-21-4,Molecular formula: C9H11N,mainly used in chemical industry, its synthesis route is as follows.,91-21-4

To 11 mL of 9 concentrated sulfuric acid in an ice bath was added 0 1,2,3,4-tetrahydroisoquinoline (2.9 g, 21 mmol), and 0 potassium nitrate (2.4 g, 24 mmol) was added slowly. The mixture was allowed to increase to room temperature and react overnight. Then the reaction liquid was poured into ice water, and pH was adjusted to around 10 with concentrated aqueous ammonia. After extraction with DCM three times, organic layers were combined and dried over anhydrous Na2SO4. After filtration, the solvent was evaporated under reduced pressure to obtain oil. The oil was dissolved in 16 mL of ethanol in an ice bath, and 3 mL of concentrated HCl was added to generate plenty of solid, which was subjected to suction filtration and drying. After recrystallization with methanol, 1.9 g of beige solid was obtained with a yield of 42percent.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,2,3,4-Tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

Reference£º
Patent; Peking University; Zhengzhou Granlen Pharmatech. Ltd.; LI, Runtao; AN, Haoyun; HAN, Liqiang; GE, Zemei; CUI, Jingrong; CHENG, Tieming; (52 pag.)EP3363803; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,cas is 57196-62-0, mainly used in chemical industry, its synthesis route is as follows.

57196-62-0, Step B: N-[4-(6-Methoxy-3,4-dihydro-1H-isoquinolin-2-yl)-2,6-dimethyl-phenyl]-3,3-dimethylbutanamide Bis(dibenzylidineacetone)palladium (2 mg, 0.0035 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (3.3 mg, 0.0084 mmol) were added to dry toluene (10 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (197 mg, 1.75 mmol), 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride salt (134 mg, 0.67 mmol) and N-(4-bromo-2,6-dimethyphenyl)-3,3-dimethylbutanamide (200 mg, 0.67 mmol) were then added and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was then cooled to room temperature, concentrated, filtered through a pad of silica gel, and recrystallized from toluene to afford the title compound as a solid.1H NMR (DMSO-d6, 400 MHz) delta 1.05 (s, 9H), 2.10 (s, 6H), 2.14 (s, 2H), 2.87 (t, J=8 Hz, 2H), 3.48 (t, J=8 Hz, 2H), 3.72 (s, 3H), 4.26 (s, 2H), 6.68 (s, 2H), 6.79 (m, 2H), 7.14 (m, 1H), 8.85 (s, 1H).

As the rapid development of chemical substances, we look forward to future research findings about 57196-62-0

Reference£º
Patent; Valeant Pharmaceuticals North America; US2008/139610; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, and cas is 42923-77-3, its synthesis route is as follows.,42923-77-3

The base (33 g, 0.2M) and Palladium Black (1.5 g) were mixed together and heated at 160-190 C. for 6 hours. The cooled reaction mixture was extracted with MeOH and the Palladium Black was filtered off. The MeOH was evaporated to dryness and the residue was chromatographed in CHCl3 on silica gel column. Fractions containing product were combined and evaporated to yield 6-methoxyisoquinoline as an oil (16 g, 50%).

With the complex challenges of chemical substances, we look forward to future research findings about 6-Methoxy-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; SmithKline & French Laboratories, Ltd.; US4812573; (1989); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

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+].

42923-77-3, As the rapid development of chemical substances, we look forward to future research findings about 42923-77-3

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