Category: 82771-60-6

82771-60-6, Chemistry can be defined as the study of matter and the changes it undergoes. You¡¯ll sometimes hear it called the central science because it is the connection between physics and all the other sciences, starting with biology.82771-60-6, Name is 7-Chloro-1,2,3,4-tetrahydroisoquinoline, molecular formula is C9H10ClN, introducing its new discovery.

Catalyst-free cyclization of anthranils and cyclic amines: One-step synthesis of rutaecarpine

An efficient synthesis of a variety of quinazolinone derivatives via a direct cyclization reaction between commercially available anthranils and cyclic amines is described. The developed transformation proceeds with the merits of high step- and atom-efficiency, a broad substrate scope, and good to excellent yields, without additional catalysts, and offers a practical way for the preparation of rutaecarpine and its derivatives with structural diversity.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 82771-60-6, help many people in the next few years.82771-60-6

Reference£º
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 7-Chloro-1,2,3,4-tetrahydroisoquinoline,cas is 82771-60-6, mainly used in chemical industry, its synthesis route is as follows.

82771-60-6, 7- Chloro-1,2,3,4-tetrahydroisoquinoline (75.0 mg) was dissolved in DMF (0.7 mL). MA6-019 (86.0 mg) and DIPEA (a56.8 muL) were added into the mixture and stirred for 16 h. Purification by washing with aq. NaHCO3 (5 mL) and trituration from ethyl acetate/hexanes gave MA7-074 as a biege solid (77 mg, 62%). HPLC: >99% [tR = 11.6 min, 15% MeOH, 85 water (with 0.1% TFA), 20 min]. 1H NMR (400 MHz, DMSO) delta 10.71 (s, 1H), 7.17-7.11 (m , 3H), 3.94 (d, J = 16 Hz, 1H), 3.79 (d, J = 16 Hz, 1H), 3.65 (dd J = 8.0, J = 4.0, 1H), 2.90-2.95 (m, 1H), 2.90-2.81 (m, 1H), 2.70-2.80 (m, 2H), 2.65-2.50 (m, 2H), 2.20-2.08 (m, 1H), 1.95-1.85 (m, 1H). HRMS (ESI+): m/z calcd for C14H16ClN2O2 (M+H)+ 279.0894, found 279.0894, m/z calcd for C14H15ClN2O2Na (M+Na)+ 301.0714, found 301.0711. HPLC-MS: HPLC-MS (ESI+): m/z 279.2 [40%, (M+H)+], 277.1 [100%, (M-H)-].

As the rapid development of chemical substances, we look forward to future research findings about 82771-60-6

Reference£º
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; BURNETTE, Pearlie; LAWRENCE, Harshani; LAWRENCE, Nicholas J.; (285 pag.)WO2017/161119; (2017); 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

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

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

To a solution of 3,3-diethyl-5-(2-(4-(4-hydroxyphenyl)piperazin- 1-yl)ethyl)dihydrofuran-2(3H)-one (50 mg, 0.147 mmol, 1 eq.) in acetonitrile (1.5 mL) was added K2C03 (91 mg, 0.658 mmol, 4.5 eq.). Then, 7-chloro-1,2,3,4-tetrahydroisoquinoline (37 mg, 0.220 mmol, 1.5 eq.) was added and the reaction mixture was allowed to stir at reflux for 3 days. The mixture was filtered through a glass pipet packed with glass wool and washed with acetonitrile. The filtrate was concentrated under reduced pressure to afford a crude oil which was purified through flash chromatography (silica; methanol/dichloromethane, 0% 10%) to provide 5-(2-(7-chloro-3,4-dihydroisoquinolin-2( 1 H)-yl)ethyl)-3,3 -diethyldihydrofuran2(3H)-one 5 -(2-(7-chloro-3 ,4-dihydroisoquinolin-2(1 H)-yl)ethyl)-3 ,3 -diethyl-dihydrofuran2(3H)-one: 1 ?H NMR (400 MHz, CDC13) oe 7.02 (dd, J = 2.2, 8.2, 1H), 6.95 (m, 2H), 4.45 (m, 1H), 3.52 (s, 2H), 2.77 (m, 2H), 2.63 (m, 4H), 2.07 (dd, J = 6.7, 13.0, 1H), 1.83 (m, 3H), 1.55 (qd, J= 1.2, 7.3, 4H), 0.85 (dt, J= 7.5, 15.3, 6H) LC/MS [M+Hj= m/z 336.1.

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; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; CANNEY, Daniel, J.; BLASS, Benjamin, E.; GAO, Rong; BLATTNER, Kevin; (187 pag.)WO2016/183150; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

General procedure: A mixture of CuI (10 mmol%) and K3PO4 (3.0 equiv.) was taken in a two necked round bottom flask evacuated and backfilled with nitrogen and fitted on oil bath. 2-Propanol (10 mL), ethylene glycol (1.1 mL), 1,2,3,4-tetrahydroisoqunoline (15 mmol, 2.0mL) and aryl iodide (10 mmol, 1.12 mL) were added successively by microsyring at rt. The reaction mixture was heated at 80-90 oC with stirring for 24-36 h. After the completion of the reaction was allowed to cool at rt. Diethyl ether (20 mL) and water (20 mL) was added to reaction mixture. The organic layer was extracted by diethyl ether (2 ¡Á 20mL). The combined organic layer was washed with brine and dried over magnesium sulfate. The solvent was removed by rotary evaporator and the crude product was purified by column chromatography on silica gel with a mixture of hexane/ethyl acetate as eluent to afford an analytically pure sample of substrates 1.

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

Reference£º
Article; Yadav, Arvind K.; Yadav, Lal Dhar S.; Tetrahedron Letters; vol. 56; 48; (2015); p. 6696 – 6699;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

82771-60-6, 7-Chloro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,82771-60-6

To a mixture of 7-chloro-1, 2, 3, 4-tetrahydroisoquinoline (20 mg, 0.12 mmol) , 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylacetic acid (40 mg, 0.11 mmol) , DIPEA (100 mg, 0.77 mmol) in DMF (1 mL) was added HATU (50 mg, 0.13 mmol) at rt and the mixture was stirred at rt for 16 hrs. 20 mL of EA was added and the mixture was washed with brine (10 mL x 3) , dried over Na2SO4and concentrated. The resulting residue was purified by prep-TLC (PE/EA = 1: 2) to give the title product (16.0 mg, yield: 28%) .1H NMR (400 MHz, DMSO-d6) delta 8.24 -8.03 (m, 3H) , 7.95 (s, 1H) , 7.50 -7.26 (m, 6H) , 7.24 (s, 1H) , 7.21 -7.03 (m, 2H) , 6.95 -6.88 (m, 1H) , 6.74 (s, 1H) , 4.78 -4.33 (m, 2H) , 3.80 -3.49 (m, 2H) , 2.84 -2.27 (m, 2H) . MS: M/e 525 (M+1)+.

The synthetic route of 82771-60-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; SUN, Hanzi; ZHOU, Changyou; (253 pag.)WO2020/20097; (2020); 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.82771-60-6,7-Chloro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,82771-60-6

Example 32: 7-Chloro-3,4-dihydroisoquinoline Int-50 [00379] To a solution of 7-chloro-l ,2,3,4-tetrahydro-isoquinoline ( 1.15 g, 6.86 mmol) in DCM (70.0 mL, 1090 mmol) was added Mn02 (5.96 g, 68.6 mmol) at rt, and the mixture was stirred for 16h. The reaction was filtered through a Celite pad and the residual solid was rinsed with DCM several times. The filtrate was concentrated in vacuo and the residue was purified by ISCO silica gel column chromatography (40g, eluting with 50% EtOAc in DCM, 50mL/min flow) to give 915 mg of the title compound as colorless solid. NMR (400 MHz, DMSO-d6) delta 8.35 (t, J = 2.1 Hz, 1H), 7.52 (d, J = 2.2 Hz, 1H), 7.46 (dd, J = 8.0, 2.3 Hz, 1H), 7.28 (d, J = 8.0 Hz, 1H), 3.70 – 3.63 (m, 2H), 2.71 – 2.65 (m, 2H).

As the paragraph descriping shows that 82771-60-6 is playing an increasingly important role.

Reference£º
Patent; DUFFEY, Matthew O.; ENGLAND, Dylan; FREEZE, Scott; HU, Zhigen; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; ONO, Koji; XU, He; (684 pag.)WO2016/4136; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

82771-60-6, 7-Chloro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,82771-60-6

To a solution of 3,3-diethyl-5-(2-(4-(4-hydroxyphenyl)piperazin- 1-yl)ethyl)dihydrofuran-2(3H)-one (50 mg, 0.147 mmol, 1 eq.) in acetonitrile (1.5 mL) was added K2C03 (91 mg, 0.658 mmol, 4.5 eq.). Then, 7-chloro-1,2,3,4-tetrahydroisoquinoline (37 mg, 0.220 mmol, 1.5 eq.) was added and the reaction mixture was allowed to stir at reflux for 3 days. The mixture was filtered through a glass pipet packed with glass wool and washed with acetonitrile. The filtrate was concentrated under reduced pressure to afford a crude oil which was purified through flash chromatography (silica; methanol/dichloromethane, 0% 10%) to provide 5-(2-(7-chloro-3,4-dihydroisoquinolin-2( 1 H)-yl)ethyl)-3,3 -diethyldihydrofuran2(3H)-one 5 -(2-(7-chloro-3 ,4-dihydroisoquinolin-2(1 H)-yl)ethyl)-3 ,3 -diethyl-dihydrofuran2(3H)-one: 1 ?H NMR (400 MHz, CDC13) oe 7.02 (dd, J = 2.2, 8.2, 1H), 6.95 (m, 2H), 4.45 (m, 1H), 3.52 (s, 2H), 2.77 (m, 2H), 2.63 (m, 4H), 2.07 (dd, J = 6.7, 13.0, 1H), 1.83 (m, 3H), 1.55 (qd, J= 1.2, 7.3, 4H), 0.85 (dt, J= 7.5, 15.3, 6H) LC/MS [M+Hj= m/z 336.1.

The synthetic route of 82771-60-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; CANNEY, Daniel, J.; BLASS, Benjamin, E.; GAO, Rong; BLATTNER, Kevin; (187 pag.)WO2016/183150; (2016); 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.82771-60-6,7-Chloro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic 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

The synthetic route of 82771-60-6 has been constantly updated, and we look forward to future research findings.

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