Month: November 2020

8-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 75416-51-2, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

75416-51-2, 8-Bromo-1,2,3,4-tetrahydroisoquinoline 14.1 (200 mg, 0.804 mmol) was suspended in tetrahydrofuran (4 ml) and saturated sodium bicarbonate (2 ml) then di-t-butyl dicarbonate (263 mg, 1.21 mmol) was added as a solution in THF (2 ml) and the mixture was stirred atRT for 42 h. The reaction mixture was poured into water and extracted three times with ethyl acetate. The organic extract was dried over sodium sulfate, filtered and evaporated. The residue was purified via flash silica chromatography (heptane I DCM 0-80percent) to provide compound 14.2 (200 mg, 80percent) as a colourless oil. 1H NMR (ODd3, 400 MHz) O 1.30 (5, 9H), 2.82 (m, 2H), 3.63 (m, 2H), 4.60 (m, 2H), 7.05 (m, 2H), 7.39 (d, 1H). UPLC-MS (shortbasic) rt 1.01 (255, 257 [M-tBu+H]), 96percent pure.

With the rapid development of chemical substances, we look forward to future research findings about 8-Bromo-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; THE UNIVERSITY OF SHEFFIELD; RICHARDS, Gareth; SKERRY, Timothy, M.; HARRITY, Joseph, P.A.; ZIRIMWABAGABO, Jean-Olivier; TOZER, Matthew, J.; GIBSON, Karl, Richard; PORTER, Roderick, Alan; BLANEY, Paul, Matthew; GLOSSOP, Paul, Alan; (369 pag.)WO2018/211275; (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.226942-29-6,6-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,226942-29-6

To a solution of 6-bromo-l, 2, 3, 4-tetrahydroisoquinoline (400 mg, 1.89 mmol, 1.00 equiv) in tetrahydrofuran (2.00 mL) was added Boc20 (617 mg, 2.83 mmol, 1.50 equiv) and dimethylaminopyridine (46.1 mg, 377 pmol, 0.20 equiv). The mixture was stirred at 25 C for 3 h and was subsequently filtered and concentrated in vacuo to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate = 20/1 to 3/1) to afford tert- butyl 6-bromo-3, 4-dihydro- l //-isoquinoline-2-carboxylate (150 mg, 480 pmol, 25.5% yield) as a white solid. 1H NMR (400MHz, CD3OD) d = 7.38 – 7.32 (m, 2H), 7.07 (d, =8.0 Hz, 1H), 4.52 (br s, 2H), 3.64 (br t, J=6.0 Hz, 2H), 2.84 (t, =6.0 Hz, 2H), 1.51 (s, 9H).

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

Reference£º
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,cas is 170097-67-3, mainly used in chemical industry, its synthesis route is as follows.

Preparation of intermediate 6-bromomethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (4-19) Compound 4-17 (12.50 g, 45.08 mmol) is dissolved in dry THF (125.0 mL) under nitrogen at 25 C. Borane THF complex (99.17 mL, 99.17 mmol) is added via syringe and the mixture is stirred at 25 C. for 16 h. Water (10.0 mL) is slowly added and then 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 1.0 M HCl, dried over MgSO4, and concentrated in vacuo to afford an oil. The oil is purified by silica gel chromatography using a gradient of 10-80% EtOAc in heptane to yield the desired product, 4-18 (11.78 g), as a white solid.

170097-67-3, As the rapid development of chemical substances, we look forward to future research findings about 170097-67-3

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRENNEMAN, Jehrod Burnett; GINN, John; LOWE, Michael D.; SARKO, Christopher Ronald; TASBER, Edward S.; ZHANG, Zhonghua; US2014/73629; (2014); 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 stirred solution of 2,3-dihydrospiro[indene-1,4?-piperidine] hydrochloride (492.2mg, 2.20mmol), compound 2 (610.1 mg, 2.20 mmol), dry Et3N (307muL, 2.20mmol), and HOBT (327.0mg, 2.42mmol) in dry DMF (15.0mL) and anhydrous THF (10.0mL) was added WSCI (463.9mg, 2.42mmol) at a time at-20C under N2. The resulting mixture was allowed to warm to room temperature, and stirred under N2 for 2 days, and the mixture was turned into yellow solution during the reaction. After some of the solvent were reduced on a rotary evaporator, the residue was poured into aqueous NaHCO3 (200mL) at 0C, and the resulting mixture was extracted with Et2O (100mL¡Á2). The combined extracts were washed with H2O (70mL), dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography (silica gel, hexane/AcOEt=2:1) to afford 785.8mg of the title product 17 in 80% yield as a white foamy solid. 1H NMR (300MHz, CDCl3) delta 7.25-7.04 (8H, m), 5.47-5.27 and 5.08-4.73 (total 2H, each m), 4.65-4.35 and 4.10-3.90 (total 3H, each m), 3.40-2.70 (6H, m), 2.18-2.02 (2H, m), 2.00-1.40 (13H, m, including 9H, s at 1.49ppm)

151838-62-9, The synthetic route of 151838-62-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hayashi, Shigeo; Ohashi, Katsuyo; Mihara, Sachiko; Nakata, Eriko; Emoto, Chie; Ohta, Atsuko; European Journal of Medicinal Chemistry; vol. 114; (2016); p. 345 – 364;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

STR52 7-Nitro-2-(1-(4-cyanobenzyl)-5-imidazolylmethyl)-1,2,3,4-tetrahydroisoquinoline Following the procedure described for Example 1, Step 6 but using 7-nitro-1,2,3,4-tetrahydroisoquinoline, the title compound was obtained (after treatment with HCl in ether) as a white solid.

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

Reference£º
Patent; Merck & Co., Inc.; US5977134; (1999); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-14-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a 1,4-dioxane solution (300 mL) of 4-(methylthio)-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one (30.7 mg, 0.100 mmol) synthesized in Reference Synthesis Example 33, 6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinolinehydrochloride (35.6 mg, 0.150 mmol) and triethylamine (27.9 mL, 0.200 mmol) were added and theresultant reaction solution was stirred for 4 hours under reflux by heating. After completion of the reaction, the reactionsolution was concentrated and the obtained residue was purified by silica gel (amino-based) column chromatography(hexane/ethyl acetate = 1/1) to obtain the title compound (Ex1) (28.1 mg, yield 61 %) as a colorless solid.

215798-14-4, As the rapid development of chemical substances, we look forward to future research findings about 215798-14-4

Reference£º
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; NIWA, MASATOSHI; INABA, YUSUKE; IWAMOTO, TOSHIMASA; SHINTANI, YUSUKE; NAGAI, HIROSHI; EGI, JUN; ADACHI, MICHIAKI; HIRAI, YUICHI; (176 pag.)TW2016/7941; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,7-Nitro-1,2,3,4-tetrahydroisoquinoline,42923-79-5,Molecular formula: C9H10N2O2,mainly used in chemical industry, its synthesis route is as follows.,42923-79-5

2-Methanesulfonyl-l52,354-tetrahydro-isoquinolin-7-ylamine was prepared as follows: A solution of l5253,4-tetrahydro-isoquinolin-7-ylamine (1.255g)[ prepared from 1,2,3,4-tetrahydroisoquinoline according to J. Med. Chem., 2003, 46(5), pp831- 7.], NEt3 (l.lmL) and methanesulfonylchloride (0.6mL) in dry CH2Cl2 (2OmL) was stiired at R.T. overnight. Aqueous work-up followed by purification on silica gave 2- methanesulfonyl-7-nitro-l,25354-tetrahydro-isoquinoline (1.435g).

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; LUDWIG INSTITUTE FOR CANCER RESEARCH; CANCER RESEARCH TECHNOLOGY LIMITED; INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; ASTELLAS PHARMA INC; PIRAMED LIMITED; WO2007/42806; (2007); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

General procedure: To the solution of amine (2a-10a) (1mmol) in DCM (5mL), triethylamine (2mmol) was added followed by benzylsulfonyl chloride, 2-Phenylethanesulfonyl chloride, benzene sulfonyl chloride, benzoyl chloride or phenylacetyl chloride (1.5mmol), and the mixture was stirred overnight at room temperature. The reaction was filtered, concentrated and solved by EA (20mL), then washed with ethyl acetate (3¡Á15mL). The organic was combined and was dried over Na2SO4. After filtration, the filtrate was removed in vacuo. The residue was purified by silica gel column chromatography to give 2b-12b, 16b-17b.

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

Reference£º
Article; Cao, Zhonglian; Fu, Wei; Ma, Xiaojun; Sun, Nannan; Wang, Yonghui; Xu, Jun; Zhou, Kaifeng; Zhu, Chen; European Journal of Medicinal Chemistry; vol. 187; (2020);,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-14-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

2,3-Difluoro-6-nitroaniline (0.238 g, 1.37 mmole) was dissolved in anhydrous dimethylsulfoxide (6 mL). 6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (0.49 g, 2.05 mmole) was added triethylamine (0.64 mL) and solid iodine (1 mg). The mixture was heated at reflux for 2 h. under argon. The reaction was dissolved in dichloromethane (10 mL) and extracted with water (10 mL). The aqueous layer was washed with dichloromethane (10 mL), organics pooled and washed with brine (5 mL) and then dried through a 1PS filter and evaporated to dryness. The crude material was chromatographed on a silica gel column (10 g) packed in hexanes. The column polarity was increased to 100% ethyl acetate over 12 CV, at 12 mL/min. Fractions (22 mL each) containing the product were pooled and stripped to give 2-fluoro-6-nitro-3-(6-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl)aniline (0.420 g, 87% yield)

215798-14-4, With the rapid development of chemical substances, we look forward to future research findings about 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; SciFluor Life Sciences, Inc.; EDWARDS, D. Scott; ASKEW, Ben C.; FURUYA, Takeru; (64 pag.)US2017/355679; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

81237-69-6,5-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 81237-69-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

2-Acetyl-5-bromo-l,2,3,4-tetrahydroisoquinoline5-Bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (2.0 g, 8.0 mmol) was taken up in diethyl ether (20 mL) and washed with NaOH (aq, IN), dried (Na2SO4) and concentrated to give the free amine (1.67 g) that was dissolved in pyridine (15 mL) and cooled to 0 0C. Acetic anhydride (0.82 mL, 8.7 mmol) was added dropwise and the reaction was stirred at RT overnight. Azeotropic evaporation with toluene several times gave the product as a white solid (1.9 g, 94%).1H NMR (SOO MHz, DMSO-d6): delta 7.53 – 7.46 (m, IH), 7.27 – 7.11 (m, 2H), 4.66 and 4.61 rotamers 4:6 (s, 2H), 3.73 – 3.66 (m, 2H), 2.83 and 2.71 rotamers 6:4 (t, J= 6.1 Hz, 2H), 2.09 and 2.07 rotamers 6:4 (s, 3H); APCI-MS m/z: 254/256 1:1 [MH+].

With the rapid development of chemical substances, we look forward to future research findings about 5-Bromo-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7747; (2009); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem