Analyzing the synthesis route of 891785-28-7

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

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;,
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Some tips on 18881-17-9

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

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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Downstream synthetic route of 90806-58-9

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

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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Analyzing the synthesis route of 164148-92-9

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

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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Simple exploration of 63927-23-1

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

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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Analyzing the synthesis route of 22246-02-2

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

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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Some tips on 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.

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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Simple exploration of 66491-03-0

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

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
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New learning discoveries about 105627-79-0

105627-79-0, As the paragraph descriping shows that 105627-79-0 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

2) In 1000 L in the reactor are separately put into dichloromethane 500 L, homopiperazine 50 kg and liquid ammonia 33 kg, stirring solution cleaning, adding step 1) obtained FZ010 – 1. In the 10 C insulation reaction to the TLC detection without FZ010 – 1 residue when the end of the reaction, the reaction time is 2 – 4 H-. The reaction […] purified water 300 L, stir, fully after standing, divide the methylene chloride level. The aqueous layer then 100 L methylene chloride extraction, repeating the extraction of two, then the collection of methylene chloride level; to-methylene chloride layer in purified water 300 L, dropwise 4 mol/L hydrochloric acid solution to adjust system for pH 4.5 – 5.0, during the dropping temperature of not higher than 40 C, layered; collecting water layer, mass fraction of 20% NaOH solution to adjust the pH of the aqueous layer to 8.0, during the dropping temperature of not higher than 40 C. For 200 L methylene chloride extraction, repeating the extraction of 3 times, then the collection of methylene chloride level, vacuum distillation, to obtain yellowish sticks the thick oil objects, about 21.8 kg, is the intermediate hexahydro -1 – (5 – isoquinoline sulfonyl) – 1 H – 1, 4 – benzodiazepine salt (formula (I) in the FZ010 – 2), yield is 54.5%.

105627-79-0, As the paragraph descriping shows that 105627-79-0 is playing an increasingly important role.

Reference£º
Patent; Henan Runhong Pharmaceutical Co., Ltd.; Cui Hailong; Ma Liyan; Wang Xiaoxue; Shi Yongzhi; An Xiaomin; Shi Huifeng; Zhang Wei; (8 pag.)CN109574992; (2019); A;,
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Downstream synthetic route of 925672-85-1

As the paragraph descriping shows that 925672-85-1 is playing an increasingly important role.

925672-85-1, 1,6-Dibromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,925672-85-1

Step 1 To a mixture of 1,6-dibromoisoquinolin-3-amine (XVIII)(0.5 g, 1.66 mmol), ammonium formate-d5 (0.56 g, 8.28 mmol)and Pd(PPh3)4 (191.3 mg, 0.170 mmol)in DMF (5 mL)was heated to 50 C. for 48 h. The solvents were concentrated and the residue was suspended in chloroform. The solid was collected by filtration and washed with water and EtOAc. The solid were dried under high vacuo to obtain 6-bromo-1-deuterio-isoquinolin-3-amine (XIX)(115 mg,0.513 mmol, 31.0% yield)as a pale yellow solid. 1H NMR (500 MHz, DMSO-d6)delta ppm 6.11 (2H, s), 6.55 (1H, s), 7.22 (1H, dd, J=8.78, 1.92 Hz), 7.73 (1H, d, J=8.51 Hz), 7.79 (1H, d, J=1.92 Hz); ESIMS found for C9H6DBrN2 m/z 224.0 (79BrM+H).

As the paragraph descriping shows that 925672-85-1 is playing an increasingly important role.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; (218 pag.)US2017/313682; (2017); A1;,
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