Heterocyclic Building Blocks-Isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.347146-33-2,1-Chloroisoquinolin-6-amine,as a common compound, the synthetic route is as follows.

Synthetic Example 61b 1-Chloro-6-(4-cyanobenzenesulfonylamino)isoquinoline The title compound was obtained using 6-amino-1-chloro-isoquinoline (Production Example 23b) and 4-cyanobenzenesulfonyl chloride in the same method as in Synthetic Example 1b. 1H-NMR(DMSO-d6) delta (ppm): 7.52(1H,dd,J=2.0,8.8Hz), 7.68(1H, d,J=2.0Hz), 7.79(1H,d,J=5.6Hz), 8.03(4H,m), 8.18(1H,d,J=5.6Hz), 8.21(1H,d,J=8.8Hz), 11.36(1H,s)., 347146-33-2

The synthetic route of 347146-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eisai Co., Ltd.; EP1258252; (2002); A1;,
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Isoquinoline | C9H7N – PubChem

1082041-78-8, 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of Intermediate 6-methyl-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1(2H)-one (I-69e) 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one (I-69f: 2 g, 12.422 mmol) was reacted with 3-iodo-4-methyl-pyridine (2.72 g, 12.422 mmol), 1,4-dioxane (70 mL), copper iodide (236 mg, 1.2422 mmol), trans-N,N’-dimethyl-cyclohexyl-1,2-diamine (530 mg, 3.727 mmol) and potassium phosphate (6.58 g, 31.055 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% methanol in DCM) afforded 1 g of the product (31.8% yield). LCMS: 98.66%, m/z=253.0 (M+1), 1082041-78-8

As the paragraph descriping shows that 1082041-78-8 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra; US2014/45872; (2014); A1;,
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Isoquinoline | C9H7N – PubChem

891785-28-7, 6-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

891785-28-7, [00344] 6-Bromo-3-fluoroisoquinoline: To a mixture of 6-bromoisoquinolin-3- amine (0.71 g, 3.18 mmol) in pyridine hydrofluoride (10 mL, 3.18 mmol) at -780C was carefully added sodium nitrite (0.26 g, 3.82 mmol). The reaction mixture was stirred at – 780C for 5 minutes. The reaction mixture was then warmed to room temperature over 40 minutes. The mixture was poured into an ice bath and the pH was adjusted to >9 with Na2CO3. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtOAc and water with stirring. The mixture was extracted with EtOAc (3 x 200 mL). The EtOAc was washed with brine, dried over Na2SO^ filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel eluting with EtOAc 0-7 % in hexanes provided the product (500 mg, 70 %). LCMS (API-ES) m/z: 226, 228 (M+H+).

The synthetic route of 891785-28-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; WO2009/11880; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

18881-17-9, (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,18881-17-9

j.jcpation2.e: tert-Butyl [(35)-I ,2,3,4-tctrahydroisoquinoIin-3-yImetby1carbamateStep A: Benzj?t (3S)-3(IsydroxymetIiy1)-3,4-diJiydro-1H-isoquinoIine-2-carboxyhnte This compound is obtained using a protocol from the literature (K B. Kawthekar ci at South Africa Journal of Chernistiy 63, 195, 2009) starting from 15 g of (3S-1,2,3,4- tetrahydroisoquinolin-3-ylmethanol (91.9 mmol) in the presence of benzyl chloroformate and triethylamine dissolved in dichloromethane. After purification on silica gel (gradientpetroleum ether AcOEt), the title product is obtained in the form of an oil.?11 NMR: oe (300 MHz; DMSO-d6; 300K): 7.33 (m, 511, aromatic Hs, O-benzyl); 7.15 (s,4H, aromatic Hs, H tetrahydroisoquinofine); 5.13 (s, 2H, C112-Ph); 4.73 (d, 11-1, Htetrahydroisoquinoline); 4.47 (m, H, CH2OH); 4.36 (m, 1H, H tetrahydroisoquinoline);4.28 (d, TH, H tetrahydroisoquinoline); 3.39 (dd, 1H, CH2OH); 3.23 (dd, lH, CU2OH);2.93 (dd, I H, I-I tetrahydroisoquinoline); 2.86 (dd, IH, H tetrahydroisoquinoline). IR: v OH: 3416 ciii?; v C-H: 754 cm1

The synthetic route of 18881-17-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; DAVIDSON, James, Edward, Paul; MURRAY, James, Brooke; CHEN, I-Jen; WALMSLEY, Claire; DODSWORTH, Mark; MEISSNER, Johannes, W., G.; BROUGH, Paul; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; KOTSCHY, Andras; SZLAVIK, Zoltan; GENESTE, Olivier; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; HENLIN, Jean-Michel; STARCK, Jerome-Benoit; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; WO2015/11164; (2015); A1;,
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Isoquinoline | C9H7N – PubChem

90806-58-9, 5-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90806-58-9

To a stirred solution of Cap 138, step a (2.34 g, 14.7 mmol) in anhydrous dichloromethane (50 mL) at room temperature was added meta-chloroperbenzoic acid (77%, 3.42 g, 19.8 mmol) in one portion. After being stirred for 20 h, powdered potassium carbonate (2.0 g) was added and the mixture was stirred for 1 h at room temperature before it was filtered and concentrated to afford Cap-138, step b as a pale, yellow solid which was sufficiently pure to carry forward (2.15 g, 83.3%). 1H NMR (CDCl3, 400 MHz) delta 8.73 (d, J=1.5 Hz, 1H), 8.11 (dd, J=7.3, 1.7 Hz, 1H), 8.04 (d, J=7.1 Hz, 1H), 7.52 (t, J=8.1 Hz, 1H), 7.28 (d, J=8.3 Hz, 1H), 6.91 (d, J=7.8 Hz, 1H), 4.00 (s, 3H); Rt 0.92 min, (Cond.-D1); 90% homogenity index; LCMS: Anal. Calc. for [M+H]+ C10H10NO: 176.07; found: 176.0.

As the paragraph descriping shows that 90806-58-9 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US2009/233925; (2009); A1;,
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Isoquinoline | C9H7N – PubChem

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 34: 1 ,1-Dimethylethyl 6-r(1 H-pyrazol-4-ylcarbonyl)aminol-3,4-dihvdro- 2(1 HVisoalphauinolinecarboxylate; To a solution of 1 H-pyrazole-4-carboxylic acid (800 mg, 7.1 mmol), N-(3- dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (1.48 g, 7.74 mmol), 1- hydroxybenzotriazole hydrate (1.04 g, 7.74 mmol) and triethylamine (1.8 ml_, 12.9 mmol) in DCM was added 1 , 1 -dimethylethyl 6-amino-3,4-dihydro-2(1 /-/)- isoquinolinecarboxylate (1.6 g, 6.45 mmol) and the reaction mixture was stirred at room temperature for 9 days. The organic phase was washed with 1 N sodium hydroxide, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM/MeOH: 90/10 to give the title compound as a solid (580 mg, 24%). LC/MS: m/z 341 (M-H)+, Rt: 2.70 min.

164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/74824; (2008); A2;,
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Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.63927-23-1,5-Bromo-8-nitroisoquinoline,as a common compound, the synthetic route is as follows.

63927-23-1, xample 16 – Synthesis of Compound 26 and Compound 48; 1. A slurry of 720 mg (2.85 mmol) 5-bromo-8-nitroisoquinoline and 2.48 g (4.27 mmol) magnesium monoperoxyphthalate hexahydrate (85%) in 11 ml 2-propanol was stirred for 6 days at room temperature. The reaction mixture was diluted with brine. The solids were filtered off, washed well with water and dried under vacuum yielding 5-bromo-8-methyl-isoquinoline 2-oxide as yellow solid; HPLC/MS: 1.52 min [M+H] 269/271 .

63927-23-1 5-Bromo-8-nitroisoquinoline 816983, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK PATENT GMBH; DORSCH, Dieter; JONCZYK, Alfred; HOELZEMANN, Guenter; AMENDT, Christiane; ZENKE, Frank; WO2012/595; (2012); A1;,
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Isoquinoline | C9H7N – PubChem

22246-02-2, 6-Chloro-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 25 mL sealed tube, (5-bromo-pyridin-3-yl)-methanol (900 mg, 4.8 mmol), 6-chloro- 3,4-dihydro-2H-isoquinolin-l-one (intermediate A-2) (800 mg, 4.4 mmol), Cul (200 mg, 1.1 mmol), CS2CO3 (3.0 g, 9.2 mmol) and (+)-(S,S)-l,2-diaminocyclohexane (0.4 mL, 3.2 mmol) were dissolved in dioxane (8.0 mL). The resulting reaction mixture was heated at 150 C for 3 hours before it was poured into H20 (50 mL) and extracted with EtOAc (2 x 125 mL). The organic layer was washed with brine, dried over anhy. Na2S04, filtered and concentrated in vacuo to give a crude product which was purified by silica gel flash chromatography (30-100% EtOAc-hexane gradient) to yield the title compound (1.1 g, 90%) as a light yellow solid. MS: 289.2 (M+H+)., 22246-02-2

As the paragraph descriping shows that 22246-02-2 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei; WO2013/79452; (2013); A1;,
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Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1350643-72-9,(S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 58 [0842] [0843] To a suspension of amine 1 (1.34 mmol, 1.0 equiv) in DMF (12 mL) was added DIEA (3.68 mmol, 2.0 equiv), and then Boc-anhydride (1.47 mmol, 1.1 equiv). The reaction mixture was stirred at RT overnight after which it was quenched with 6 M NaOH (100 muL) and stirred for 15 min, then diluted with water (60 mL) and HOAc (1 mL) and stirred in an ice bath for 30 min. The resulting precipitate was collected by filtration, washed with water (4¡Á10 mL) and dried in vacuo to provide the carbamate 63. ESI-MS m/z: 399.05 [M+H]+., 1350643-72-9

1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Intellikine LLC; Infinity Pharmaceuticals, Inc.; CASTRO, Alfredo C.; CHAN, Katrina; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LI, Liansheng; LIU, Tao; LIU, Yi; REN, Pingda; SNYDER, Daniel A.; TREMBLAY, Martin R.; US2013/267521; (2013); A1;,
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Isoquinoline | C9H7N – PubChem

66491-03-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66491-03-0,7-Amino-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 4: (/?)-4-Methyl-2-(l-oxo-l,2,3,4-tetrahydro-isoquinolin-7-ylamino)-7- (propane-2-sulfonyl)-4,ll-diaza-tricyclo[14.2.2.1^’1″]henicosa- l(19),6,8,10(21),16(20),17-hexaene-3,12-dione trifluoroacetic acid salt; Intermediate 1 (128 mg, 0.789 mmol),3G (400 mg, 0.751 mmol), and glyoxylic acid monohydrate (69.2 mg, 0.751 mmol) were dissolved in acetonitrile (2.25 mL) and DMF (1.75 mL) to give a yellow solution. The mixture was irradiated in a microwave reactor at 100 0C for 10 min, then was concentrated. The crude product was purified by flash chromatography (1 to 20% MeOH/CH2Cl2 gradient) to afford 380 mg (71.6 %) of 4A as a yellow glass. (ESI) m/z 707 ‘.2 (M+H)+.

66491-03-0 7-Amino-3,4-dihydroisoquinolin-1(2H)-one 13152844, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79836; (2008); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem