Month: November 2020

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid, and cas is 170097-67-3, its synthesis route is as follows.,170097-67-3

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.

With the complex challenges of chemical substances, we look forward to future research findings about 170097-67-3,belong tetrahydroisoquinoline compound

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

1-Methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 111635-08-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

(A) 21.5 g of 1-methyl-1,2,3,4-tetrahydro-isoquinolinehydrochloride (its preparation: Monatshefte, volume 53-54, 959 (1929) are dissolved in 50 cm3 water and to the solution a solution of 8.22 g of sodium nitrite in 25 cm3 water is added within 1 hour at 75 C. dropwise. The reaction mixture is cooled at 75 C. after stirring for 2 hours and it is extracted with 6*30 cm3 chloroform. The chloroform solution is washed with 50 cm3 water, dried and evaporated in vacuo. 19.2 g (93%) 1-methyl-2-nitroso-1,2,3,4-tetrahydro-isoquinoline are obtained as a brown oil which is used for the next step without further purification., 111635-08-6

111635-08-6 is used more and more widely, we look forward to future research findings about 1-Methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt; US4940716; (1990); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,42923-77-3,Molecular formula: C10H13NO,mainly used in chemical industry, its synthesis route is as follows.,42923-77-3

6-Methoxy-1,2,3,4-tetrahydroisoquinoline (81.6 mg, 0.5 mmol),And a stirrer is placed in the reaction tube,After replacing the inert gas, DMF (193 muL, 2.5 mmol) was added, and the reaction tube was sealed.The reaction tube was placed in a 150 C oil bath reaction pot, and the reaction was stirred for 96 hours;After cooling to room temperature, it was diluted with 15 mL of water and extracted three times with ethyl acetate (15 mL).The combined extracts were dried over anhydrous sodium sulfate and filtered and evaporated.The crude product was subjected to column chromatography using ethyl acetate: petroleum ether = 1:3 (1% triethylamine) as eluent.Yellow solid, mp 63-64 C, yield 74%.

With the synthetic route has been constantly updated, we look forward to future research findings about 6-Methoxy-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

Reference£º
Patent; Xiangtan University; Gong Xing; Yin Jiawen; Cai Changqun; (15 pag.)CN109293569; (2019); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 226942-29-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

A solution of 6-bromo-dihydroisoquinoline (300 mg, 1.42 mmol) in CH2Ch (8 mL) was cooled to 0 C and iPr2NEt (243 mg, 1.88 mmol) and CbzCl (322 mg, 1.88 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 400 mg (81%) of compound KTL- 01-202 as a clear oil: NMR (400 MHz) delta 7.41 – 7.27 (comp, 7 H), 6.97 (d, / = 10.3 Hz, 1 H), 5.18 (s, 2 H), 4.59 (s, 2 H), 3.70 (br s, 2 H), 2.82 (br s, 2 H); HRMS (ESI) m/z CivHieBrNCh (M+Na)+ calcd for 368.0257 and 370.0238; found 368.0257 and 370.0238., 226942-29-6

226942-29-6 is used more and more widely, we look forward to future research findings about 6-Bromo-1,2,3,4-tetrahydroisoquinoline

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

7-Nitro-1,2,3,4-tetrahydroisoquinoline, cas is 42923-79-5, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a stined solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (850 mg,4.77 mmol) in MeOH (10 mL) were added oxetan-3-one (152 mg, 0.77 mmol) and ZnC12 (1.7 g, 23.87 mmol) followed by NaCNBH3 (3.2 g, 23.87 mmol) at 0 C. The ice bath was removed, and the reaction was stined at RT for 3 h. The reaction was diluted with water (25 mL) and extracted with EA (3 x 20 mL). The organic layers were dried (Na2SO4), filtered and concentrated in vacuo. The crude compound was purified by column chromatography (neutral alumina) to afford 7-nitro-2-(oxetan-3-yl)- 1,2,3 ,4-tetrahydroisoquinoline (750 mg, 68%) as an off-white solid. MS (ESI) m/z 235.3 [M+H].

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

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 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

A mixture of N-(2-chloropyrimidin-4-yl)- 1 H-indazo 1-5-amine (100 mg, 0.41 mmol), 6-methoxy-1,2,3,4-tetrahydroisoquinoline (81.3 mg, 0.41 mmol), and K2C03 (168 mg, 1.22 mmol) in DMF (1.2 mL) was stirred at 120 C overnight, cooled to rt, diluted with water, and extracted with EtOAc. The organic layer was concentrated and the residue was purified by chromatography with 1-20% MeOHIDCM to provide the title compound as a white solid (42mg, 28%). ?HNMR (300 MHz, DMSO-d6)oe 12.96 (s, 1H), 9.21 (s, 1H), 8.13 (d, J = 1.6 Hz, 1H), 8.04 (t, J = 1.1 Hz, 1H), 7.93 (d, J = 5.7 Hz, 1H), 7.56- 7.41 (m, 2H), 7.15 (d, J = 8.2 Hz, 1H), 6.84 – 6.72 (m, 2H), 6.03 (d, J = 5.7 Hz, 1H), 4.79 (s, 2H), 3.95 (t, J = 5.8 Hz, 2H), 3.73 (s, 3H), 2.85 (t, J = 6.0 Hz, 2H). MS (ES+) rn/e 373 (M+H).

With the complex challenges of chemical substances, we look forward to future research findings about 42923-77-3,belong tetrahydroisoquinoline compound

Reference£º
Patent; KADMON CORPORATION, LLC; KIM, Ji-in; LIU, Kevin; POYUROVSKY, Masha; LU, Dan; ZHU, Zhenping; WO2015/54317; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

81237-69-6, 5-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

81237-69-6, Dissolve 5-bromo-1,2,3,4-tetrahydroisoquinoline (4.7 g, 22.2 mmol) in DCM (50 mL).MnO2 (38 g, 444 mmol) was added to the system and reacted at room temperature. The reaction was monitored by LC-MS and the filtrate was filtered.The product was concentrated to give 5-bromo-3,4-dihydroisoquinoline (4.5 g, yield: 97.8%), which was used in the next step without further purification.

81237-69-6 5-Bromo-1,2,3,4-tetrahydroisoquinoline 12823199, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Gang; Wu Yongyong; Yu Hua; Wang Kunjian; Li Xiaoyong; Sun Ling; Wang Runjiang; Chen Qiangqiang; Yang Long; Song Hongmei; Zeng Hong; Zhang Hong; Ye Qijun; Wang Lichun; Wang Jingyi; (98 pag.)CN107540659; (2018); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

42923-77-3,6-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.

Referential Example 138 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride In dimethylsulfide (20 ml), 6-methoxy-1,2,3,4-tetrahydroisoquinoline (7.75 g) was dissolved, followed by the addition of aluminum chloride (19.0 g) under ice cooling. The resulting mixture was stirred at room temperature for 3 hours. Dichloromethane and dilute hydrochloric acid were added to the reaction mixture. A saturated aqueous solution of sodium bicarbonate was added to the water layer so separated to make it weakly alkaline, followed by the extraction with dichloromethane. After drying over anhydrous sodium sulfate, the solvent was then distilled off under reduced pressure. The residue was dissolved in saturated ethanol hydrochloride (100 ml) and the solvent was distilled off under reduced pressure. Ethyl acetate was added to the residue and the solid so precipitated was collected by filtration, whereby the title compound (7.91 g, 90%) was obtained. 1H-NMR (DMSO-d6) delta: 3.06(2H,t,J=5.9 Hz), 3.43(2H,m), 4.25(2H,s), 6.76(1H,d,J=2.0 Hz), 6.83(1H,dd,J=8.3,2.0 Hz), 7.15(1H,d,J=8.3 Hz), 9.71(3H,br s). MS (FAB) m/z: 150 (M+H)+.

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

Reference£º
Patent; Daiichi Pharmaceutical Co., Ltd.; US6525042; (2003); B1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

7-Nitro-1,2,3,4-tetrahydroisoquinoline, cas is 42923-79-5, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

7-nitro-1,2,3,4-tetrahydroisoquinoline (1 g, 5.61 mmol), N-Iodosuccinimide (1.64 g, 7.3 mmol) dissolved in Trifluoromethanesulfonic acid (5.5 mL, 61.73 mmol) allowed to react at room temperature overnight. After reaction completion crude reaction mixture was carefully transferred onto sat. NaHCO3 (aq) solution. After complete addition the aqueous layer was extracted with methylene chloride (2 X 75 mL). The combined organic extracts were then washed with aq. Sodium Thiosulfate (sat), dried over Na2SO4 (anhyd) and concentrated under reduced pressure to obtain providing 1.6 g of the crude as a purple color solid in 94% yield. This crude was then carried through next step without purification. 1H NMR (400 MHz, DMSO-d6) delta 8.40 (d, J = 2.4 Hz, 1H), 7.99 (d, J = 2.4 Hz, 1H), 3.88 (s, 2H), 2.96 (t, J = 6.0 Hz, 2H), 2.56 (t, J = 6.0 Hz, 2H). LRMS: (M+H)+ = 305.0 m/z. Yield: 94%.

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

Reference£º
Patent; SOUTHERN RESEARCH INSTITUTE; OYAGEN, INC.; ANANTHAN, Subramaniam; AUGELLI-SZAFRAN, Corinne E.; BENNETT, Ryan P.; SMITH, Harold C.; VENUKADASULA, Phanindra Krishna Mohan; (227 pag.)WO2019/133666; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

Reference Example 29 7-Amino-3,4-dihvdro-l//-isoquinoIine-2-carboxylic acid benzyl ester; 1,2,3,4-Tetrahydroisoquinoline (10 ml; 80 mmol) was added dropwise over 10 min. to stirred cone. H2SO4 at 0 ¡ãC. KNO3 was added portionwise over 5 min. at 0 ¡ãC and the resulting mixture was stirred overnight whilst allowing to warm to r.t. The reaction mixture was quenched by pouring onto iced water (300 ml) and basified with NH4OH. The mixture was extracted with CH2Cl2 (2 * 300 ml), the combined organic layers were dried (Na2SO4) and concentrated. The dark red residue was dissolved in EtOH (400 ml) and treated with HCl(g) for 5 min. The resulting solid was recrystallised from EtOH to give 7-nitro-l,2,3,4- tetrahydro-isoquinoline hydrochloride as an off-white solid (4.69 g).

With the complex challenges of chemical substances, we look forward to future research findings about 91-21-4,belong tetrahydroisoquinoline compound

Reference£º
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125839; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem