Author: Jessica.F

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

3,4-Dimethoxybenzoic acid (100 mg, 0.55 mmol) was dissolved in DMF (1 mL). EDC (124.6 mg, 0.65 mmol) and HOBt (81 mg, 0.6 mmol) were added, followed by N- methylmorpholine (0.71 mL, 0.65 mmol). The resulting solution was agitated for 1 h. 3- Aminomethylphenyl-carbamic acid tert-butyl ester (111 mg, 0.5 mmol) was then added and the resulting mixture was agitated overnight. The reaction mixture was diluted with 4 mL dichloromethane, and the resulting mixture was washed with 1 N HCl (2 x 5 mL), NaHCO3 (saturated aqueous, 2 x 5 mL), and brine (1 x 5 mL), dried, and the solvents were evaporated to provide 190 mg (quantitative yield) of (3-[(3,4-dimethoxy-benzoylamino)- methyl]-phenyl}-carbamic acid tert-butyi ester, which was dissolved in dichloromethane (2 mL). SCX (1.14 g, 1.0 mmol) was added and the resulting mixture was agitated for 48 h. The reaction mixture was filtered and the solids were washed with dichloromethane (2 x 2 mL) and methanol (2 x 2 mL). The product was eluted with NH3 in methanol (7 N, 2 x 2 mL). The solvents were evaporated to provide 112 mg (78% yield) of 7V-(3-amino- benzyl)-3,4-dimethoxy-benzamide as a white solid, which was used directly. 3,4-Dihydro- lH-isoquinoline-2,6-dicarboxylic acid 2-tert-buty{ ester (19.1 mg, 0.069 mmol), EDC (19.2 mg, 0.1 mmol), and HOBt (12.2 mg, 0.09 mmol) were combined in a reaction tube, and DMF (1 mL) was added. To the resulting solution was added N-methylmorpholine (0.013 mL, 0.12 mmol), and the mixture was agitated for 1 h. The intermediate prepared above, Lambda/-(3-amino-benzyl)-3,4-dimethoxy-benzamide (17 mg, 0.059 mmol), was then added as a solution in DMF (0.3 mL), and the reaction mixture was agitated overnight. The reaction mixture was diluted with 6 mL dichloromethane, and the resulting mixture was washed with 1 N HCl (2 x 2 mL), NaHCO3 (saturated aqueous, 2 x 2 mL), and brine (1 x 2 mL), dried, and concentrated to 32 mg of 6-{3-[(3,4-dimethoxy-benzoylamino)- methyl]-phenylcarbamoyl}-3,4-dihydro-lH-isoquinoline-2-carboxylic acid tert-butyl ester as an oil, which was redissolved in dichloromethane (1 mL) and treated with SCX (284 mg, 0.25 mmol). The resulting mixture was agitated overnight. The reaction mixture was filtered and the solids were washed with dichloromethane (2 x 2 mL) and methanol (2 x 2 mL). The product was eluted with NH3 in methanol (7 N, 2 x 2 mL), and the eluant was evaporated. The resulting residue was purified by preparative HPLC using an acetonitrile/water/formic acid gradient providing the title compound as a formate salt (20 mg, 77% yield – 2 steps), MS analysis electrospray, 446 (M+H).

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/86047; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, and cas is 99365-69-2, its synthesis route is as follows.,99365-69-2

Into a 500 mL erlenmeyer flask was charged 7-nitro-l,2,3,4-tetrahydroisoquinoline hydrochloride (5 g, 23.30 mmol) and 1,2-dichloroethane (250 mL). The solution was treated with 1 N NaOH (~50 mL) and stirred 10 minutes. The layers were separated and the organic layer was treated with paraformaldehyde (3.50 g, 116 mmol), acetic acid (6.67 mL, 24.48 mmol) and sodium cyanoborohydride (5.42 g, 86 mmol). The reaction was heated at 90 ¡ãC for 16 hours. The reaction was cooled to ambient temperature and saturated sodium bicarbonate (60 mL) was added. The bilayer was stirred for 1 hour and charged to a separatory funnel. The organic layer was dried ( a2S04) and concentrated. The concentrate was purified by flash chromatography on a 130 g silica gel column with a gradient of from 0percent to 1percent methanol in CH2C12 to provide the title compound. MS (DCI(+)) m/e 193.0 (M+H)+.

With the complex challenges of chemical substances, we look forward to future research findings about 99365-69-2,belong tetrahydroisoquinoline compound

Reference£º
Patent; ABBOTT LABORATORIES; BA-MAUNG, Nwe Y.; CLARK, Richard F.; ERICKSON, Scott A.; FIDANZE, Steve D.; KAWAI, Megumi; MANTEI, Robert A.; SHEPPARD, George S.; SORENSON, Bryan K.; WANG, Gary T.; WO2011/53476; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 57196-62-0, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (2. 0g,10mmol)And triethylamine (3.038, 30 mmol) were dissolved in dichloromethane (100 mL) Acetic anhydride (1.53 g, 15 mmol) was added and reacted at room temperature for 2 hours. Water (50 mL) was added and the aqueous phase was extracted with dichloromethane (50 mL X). The organic phases were combined, Washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the crude product (2.2 g).

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

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; (29 pag.)CN104876914; (2017); B;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 99365-69-2, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

99365-69-2, 7-nitro-1,2,3,4-tetrahydroiso-quinoline hydrochloride (1.8 g, 8.4 mmol) is dissolved in water(30 mL), followed by adding potassium carbonate (3.5 g, 25.4 mmol), and the reaction mixture is stirred at room temperature for 30 min, then extracted with ethyl acetate (20 mL * 3), dried with anhydrous Na2SO4, filtered and rotated to dryness, so as to obtain a brown solid. The solid is dissolved in methanol (20 mL), followed by adding 10percent Pd/C (220 mg), and the reaction mixture reacts at room temperature for 16 hrs under the hydrogen protection. Then the resulting substance is filtered with sillceousearth, washed and rotated to remove the solvent, so as to obtain a yellow solid compound of 1.2 g, that is 7-amino-1,2,3,4-tetrahydroiso-quinoline with a yield of 96percent. The product is directly used for the next reaction without purification.

With the rapid development of chemical substances, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

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

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

General procedure: The mixtures of 4-(bromomethyl)benzoic acid (200 mg, 0.93 mmol, 1 equiv.) and correspondingtetrahydroisoquinolines A (1.86 mmol, 2 equiv.) in 8 mL anhydrous THF were refluxed for 8 h,and the progress of the reaction was followed using TLC. After completion of the reaction, the reactionmixture was cooled to room temperature and the solvent was removed under vacuo. The resultantsolid was dissolved in 1N NaOH (20 mL) and then extracted with CH2Cl2 (3 20 mL). The aqueouslayer was acidified to pH = 1 using 10% HCl (20 mL), resulting in precipitation of the final compounds.

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

Reference£º
Article; Jiang, Cheng-Shi; Ge, Yong-Xi; Cheng, Zhi-Qiang; Wang, Yin-Yin; Tao, Hong-Rui; Zhu, Kongkai; Zhang, Hua; Molecules; vol. 24; 14; (2019);,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

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%).

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

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

877861-62-6,Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, cas is 877861-62-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis 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.

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

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

170097-67-3, 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,170097-67-3

To a suspension of 3,4-dihydro-1H-isoquinoline-2,6-dicarboxylic acid 2-tert-butyl ester (96 mg, 0.348 mmol) in toluene (4 mL) is added SOCl2 (254 muL, 10 eq.). The mixture is heated to reflux for 3 hours. All the solvent is removed under reduced pressure. The residue is redissolved in toluene and evaporated to dryness twice to remove excess HCl and is dried under high vacuum for 2 hours to give crude 6-chlorocarbonyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester.

The synthetic route of 170097-67-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Novartis AG; PAN, Shifeng; GRAY, Nathanael S.; FAN, Yi; GAO, Wenqi; MI, Yuan; EP1644367; (2015); B1;,
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.

General procedure: step 1:The non-lipid compound (see Table 1 for specific substances) and the 1,2,3,4-tetrahydroisoquinoline compound (specificThe substance is shown in Table 1) added to the reaction vessel,Copper-containing compounds (see Table 1 for specific substances),Additives (see Table 1 for specific substances) and organic solvents (see Table 1 for specific substances) were added to the reaction vessel.Step 2: uniformly heat the reaction vessel (such as oil bath) to the temperature described in Table 1,The oxime compound and the 1,2,3,4-tetrahydroisoquinoline compound are reacted in an organic solvent and continue for the time described in Table 1;The reaction atmosphere to be described can be reacted by selecting air.Of course, the amount of oxygen required is 15-30%.Step 3: Purification step.

42923-77-3, 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; Xiangtan University; Huang Huawen; Qu Zhonghua; Deng Guojun; Xiao Fuhong; Chen Shanping; (32 pag.)CN110294758; (2019); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem