Category: tetrahydroisoquinoline

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

A solution of 6-methoxy- 1,2,3 ,4-tetrahydroisoquinoline (200 mg, 1.23 mmol) in HBr (3.16 g, 47% wt. in H20, 18.4 mmol) was stirred at 100 C overnight. After the reaction wascompleted, the mixture was concentrated in vacuo and triturated with EtOAc. The mixture wasfiltered and the solid was collected and dried in vacuo to give 1,2,3,4-tetrahydroisoquinolin-6- ol;hydrobromide (170 mg, 93%) as a brown solid. MS obsd. (ESIj [(M+H)]: 150.

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Song; LIANG, Chungen; LIU, Yongfu; TAN, Xuefei; WU, Jun; WANG, Jianping; (134 pag.)WO2020/79106; (2020); 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

A solution of 2-{[(1 ,1-dimethylethyl)oxy]carbonyl}-1 ,2,3,4-tetrahydro-6- isoquinolinecarboxylic acid (0.68 g, 2.45 mmol), HATU (1 g, 2.64 mmol), DIPEA (0.76 ml_, 4.4 mmol ) and 5-[(4-chlorophenyl)methyl]-1 ,3-thiazol-2-amine (0.5 g, 2.2 mmol) in DMF (5 ml.) was stirred at room temperature for one week. The volatiles were removed under reduced pressure and the residue was dissolved in dichloromethane. The organic phase was then washed with water, with a 1 N NaOH solution, dried over Na2SO4, filtered and evaporated under reduced pressure. The solid was triturated with acetonitrile and recrystallised from methanol/dichloromethane to give the title compound as a white solid (0.67 g, 63%). LC/MS: m/z 484 (M+H)+, Rt : 3.86 min.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/150196; (2009); 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.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

To a flask charged with ethanol (180 mL), cooled to 0 C, is added 4.0 mL (56 mmol) of acetyl chloride. The mixture is stirred at 0 C. for 30 min then 5.00 g (18.0 mmol) of 3,4-dihydro-1H-isoquinoline-2,6-dicarboxylic acid 2-tert-butyl ester is added. The mixture is heated to 70 C. and stirred for 2 days. The mixture is cooled to room temperature and filtered through diatomaceous earth. The filtrate is concentrated under reduced pressure to provide D-13-1 (3.47 g, 79.6%) as a white powder.

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Reference£º
Patent; Boehringer Ingelheim International GmbH; BRENNEMAN, Jehrod Burnett; GINN, John David; HOPKINS, Tamara Denise; LOWE, MIchael D.; SARKO, Christopher Ronald; WESTBROOK, John A.; YU, Maolin; ZHANG, Zhonghua; (233 pag.)US2016/24059; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

151838-62-9, 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2- {4- [2-AMINO-3- (4- FLUOROPHENYL)-PROPIONYL]-3-CYCLOPROPYLMETHYL-2-OXO-PIPERAZIN-1-YL}-N-METHYL-3-NAPHTHALEN-2-YL- propionamide, 18, (44 mg, 0. 068 MMOL) in DMF (1 mL) are added 3, 4-DIHYDRO-1H-ISOQUINOLINE- 2, 3-dicarboxylic acid 2-tert-butyl ester (21 mg, 0.079 MMOL), 1-HYDROXYBENZO-TRIAZOLE (20 mg, 0,148 mmol), N-methylmorpholine (41 mg, 0.41 MMOL) and 1- (3-DIMETHYLAMINO-PROPYL)-3- ETHYLCARBODIIMIDE (16 mg, 0.083 mmol) consecutively. The reaction mixture is stirred for 3 hours, quenched with aqueous NH4CI and extracted several times with ethyl acetate. The combined extracts are dried over NA2SO4, filtered and concentrated in vacuo to a residue, which is purified over silica gel (CH2CI2/CH30H, 13: 1) to afford the desired product.

151838-62-9 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 2735649, atetrahydroisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; THE PROCTER & GAMBLE COMPANY; WO2004/37797; (2004); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

226942-29-6, 6-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 1007511 To a mixture of Compound 61F (250 mg, 0.5 mmol) and Cs2CO3 (326 mg, 1 mmol) in DMF (20 mL) was added Mel (142 mg, 1 mmol) and stirred at 60 C for 3 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether, 50% v/v) to afford Compound 63A. LC-MS (ESI) m/z: 518 [M+H]t

The synthetic route of 226942-29-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
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.

General procedure: A mixture of the required 1,2,3,4-tetrahydroisoquinoline derivative (1 equivalent), NaHCO3 (2 equivalents), and the appropriate substituted nitroaryl derivative or 2-chloro-3,5-dinitropyridine (1 equivalent) was heated at reflux in a mixture of ethanol : water (2:1) with stirring (15 hours). After cooling to room temperature, the ethanol was evaporated and the residue was poured onto ice yielding a solid. The solid was collected and dried in a vacuum desiccator over P2O5 giving the crude N-(nitroaryl)-1,2,3,4-tetrahydroisoquinoline derivative or 1,2,3,4-tetrahydro-2-(3,5-dinitropyridin-2-yl)isoquinoline 12.

The synthetic route of 42923-79-5 has been constantly updated, and we look forward to future research findings.

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

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 mixture of 2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid (0.40 g, 1.4 mmol), and NMM (0.238 mL, 2.16 mmol) in THF (14.4 mL) was treated with IBCF (0.227 mL, 1.73 mmol) ) at 0 C, and the reaction mixture was stirred for 5 minutes. A solution of NaBH4 (0.218 g, 5.77 mmol) dissolved in 5 mL of water was then added portionwise. The reaction mixture was allowed to warm to rt and was stirred for 2 h. The reaction mixture was quenched with saturated aq. ammonium chloride, and extracted 3x with EtOAc. The chombined extracts were washed with brine, dried with Na2SO4, filtered and concentrated to yield 1A as a yellow oil which was used in the next step without further purification. MS (ESI) m/z 263.9 (M+H) 207.9 (M-tBu).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMALLHEER, Joanne M.; HU, Carol Hui; VALENTE, Meriah Neissel; SHAW, Scott A.; VOKITS, Benjamin P.; HALPERN, Oz Scott; (137 pag.)WO2017/160632; (2017); 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.877861-62-6,Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

Methyl 1 ,2,3,4-tetrahydro-6-isoquinolinecarboxylate hydrochloride (3.071 g, 13.5mmol), BOC-anhydride (4.42g, 20.3mmol) and triethylamine (3.76ml, 27.0mol) were stirred in DCM (70ml) under argon for 18 hours, evaporated to dryness, redissolved in ethyl acetate, washed with saturated sodium bicarbonate twice, once with brine and dried (MgSO4). The organic solution was filtered, evaporated to a solid and purified by flash chromatography using ethyl acetate and hexane to yield the title compound (3.6g) LC/MS Rt = 3.24min [MH+] 236

The synthetic route of 877861-62-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2006/114313; (2006); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

111635-08-6, 1-Methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

D. l . Synthesis of N-(2,6-dichlorophenyl)-1 -methyl-3,4-dihydroisoquinoline-2(1 H)-carbox- amide 118 and enantiomers. CAS RN 39920-37-1 CAS RN 4965-09-7 8 commercial commercial To a solution of 1 -methyl-1 ,2,3,4-tetrahydroisoquinoline hydrochloride (commercial, 500 mg, 2.72 mmol) in THF (5 mL) were added TEA (1 .2 mL, 8.5 mmol) and 1 ,3-dichloro-2- isocyanatobenzene (commercial, 522 mg, 2.72 mmol). The mixture was stirred overnight at 60 C, then concentrated under vacuum. The residue was taken up with DCM (100 mL), then the solution was successively washed with a 1 N aqueous solution of NaOH (50 mL) and a 1 N aqueous solution of HCI (50 mL). The organic layer was dried over MgS04, filtered and concentrated under vacuum. The residue was purified by reverse phase chromatography (basic mode, standard LC) to afford 273 mg of N-(2,6-dichlorophenyl)-1 – methyl-3,4-dihydroisoquinoline-2(1 H)-carboxamide 118 as a white solid. Yield: 30% LCMS (ES+): 335/337/339 (M+H)+, 98.8% purity.

The synthetic route of 111635-08-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UCB BIOPHARMA SPRL; VALADE, Anne; JNOFF, Eric; ATES, Ali; BURSSENS, Pierre; SKOLC, David; (211 pag.)WO2016/55479; (2016); 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

Example 16 Preparation of intermediate 6-bromomethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (D-1) To a solution of 3,4-dihydro-1H-isoquinoline-2,6-dicarboxylic acid 2-tert-butyl ester (12.50 g, 45.08 mmol) in dry THF (125.0 mL), under nitrogen at 25 C., is added via syringe borane THF complex (99.17 mL, 99.17 mmol) The mixture is stirred at 25 C. for 16 h then water (10.0 mL) is slowly added followed by 2.0 M Na2CO3 (15.0 mL). This mixture is stirred for 15 min and then is diluted with EtOAc and the organic layers are collected. The organics are rinsed with 1M HCl, dried over MgSO4, and concentrated under reduced pressure to afford an oil. The oil is purified by silica gel chromatography to yield D-1-1 (11.8 g, 99.3% yield), as a white solid. To a solution of alcohol, D-1-1, (9.50 g, 36.1 mmol) and N,N-diisopropylethylamine (9.43 mL, 54.1 mmol) in dichloromethane (200.0 mL) is added triphenylphosphine dibromide (23.79 g, 54.11 mmol) at 0 C. The reaction is stirred for 1 h then concentrated under reduced pressure. The resulting residue is purified by silica gel chromatography to yield D-1 (8.74 g, 74% yield), as a white solid.

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

Reference£º
Patent; Boehringer Ingelheim International GmbH; BRENNEMAN, Jehrod Burnett; GINN, John David; HOPKINS, Tamara Denise; LOWE, MIchael D.; SARKO, Christopher Ronald; WESTBROOK, John A.; YU, Maolin; ZHANG, Zhonghua; (233 pag.)US2016/24059; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem