Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

R31 (500 mg, 2.2 mmol) in DMF (3 mL) is cooled down to 0 C. Under argon atmosphere NaH (60%, 121 mg, 3.0 mmol) is added and stirred for 20 min. Then methyl iodide (0.275 mL, 4.4 mmol) is added and the mixture is stirred for additional 1 h at 0 C. Ice water is added to the reaction mixture and the precipitate is filtered by suction and dried at 50 C. in the vacuum oven for 12 h. Yield 73%, m/z 240/242 [M+H]+, rt 0.89 min, LC-MS Method V012_S01., 147497-32-3

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; BINDER, Florian; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; VINTONYAK, Viktor; US2014/275025; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891785-30-1, 6-Bromo-3-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,891785-30-1

[00345] 3-Fluoroisoquinolin-6-ylboronic acid: A solution of 6-bromo-3- fluoroisoquinoline (9.10 g, 40.3 mmol) and triethylborate (1 1.8 g, 80.5 mmol) in THF (100 mL) was cooled to -78C. Butyllithium (1.6 M in hexanes 50.3 mL, 80.5 mmol) was added dropwise over 45 minutes. Over the course of the addition, the solution changed color from colorless to a light tan. The solution was stirred at -78C for 3 hours. The mixture was quenched with HCl (5 N, 120 mL) while in the cold bath at -78C, diluted with water (100 mL), and then extracted with EtOAc (3 x 200 mL). The combined organic layers were dried over Na2SO4, filtered and evaporated. The solid residue was triturated with DCM (200 mL), and the solid was recovered by filtration to provide the title compound (6.0 g, 78 %). LCMS (API-ES) m/z: 192 (M+H*).

891785-30-1 6-Bromo-3-fluoroisoquinoline 58488294, aisoquinoline compound, is more and more widely used in various fields.

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

6-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (7) A 7.6 g (29 mmol) sample of 4′-trifluoromethyl-biphenyl-2-carboxylic acid, 7.1 g (29 mmol) of 6-amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester, 100 mg of DMAP and 6.1 g (32 mmol) of EDCl were reacted in 130 mL of methylene chloride for 12 hrs. The reaction mixture was extracted with 2*150 mL 1N HCl, 2*150 mL 1N NaOH, 150 mL water, brine and then concentrated to yield 14 g of a beige foam. MS (Cl): 519 (M+Na+) 1 H NMR (250 MHz, CDCl3) delta4.49 (s, 2H); 3.60 (t, 2H); 2.77 (t, 2H).

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc; US6121283; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13130-79-5,1-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

To a solution of 1-bromoisoquinolin-3-amine (200 mg, 0.897 mmol, Maybridge Chemical Co., Altrincham, UK) in tetrahydrofuran (5 mL) at rt was added sodium bis(trimethylsilyl)amide (1M solution in tetrahydrofuran, 1.79 mL, 1.79 mmol). The mixture was stirred for 10 min before a solution of Boc-anhydride (0.208 mL, 0.897 mmol) in THF (1 mL) was added. The reaction mixture was stirred for 5 min before being diluted with sat. aq. NH4Cl (50 mL) and EtOAc (50 mL). The organic layer was separated, dried over Na2SO4, filtered, and concentrated. Purification by silica gel column chromatography eluting with 0-20% EtOAc in heptane afforded tert-butyl (1-bromoisoquinolin-3-yl)carbamate. m/z (ESI, +ve) 345.0 (M+Na)+.

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

Reference£º
Patent; Amgen Inc.; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; KOPECKY, David John; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; BOOKER, Shon; NISHIMURA, Nobuko; SHIN, Youngsook; TAMAYO, Nuria A.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; (266 pag.)US2018/334454; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

201150-73-4, tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 251; tert-butyl 5-{[3-(aminocarbonyl)-6,7-diethoxyquinolin-4-yl]amino}-3, 4- dihydroisoquinoline-2 ( H)-carboxylate ; A mixture of 4-chloro-6, 7-diethoxyquinoline-3-carboxamide (178 mg, 0.61 mmole, prepared according to WO 02/092571), tert-butyl 5-amino-3,4-dihydroisoquinoline-2 (1H)- carboxylate (198 mg, 0.80 mmole), acetic acid (7 Ill) in NMP (3 ml) was heated over night at 110 C. The reaction mixture was cooled, partitioned between ethyl acetate and sodium hydrogen carbonate solution. The organic layer was washed with water, dried over sodium sulfate and concentrated in vacuum. The residue was purified by flash chromatography eluting with dichloromethane/methanol (10: 0.5) to give the title compound as a light brown powder (214 mg, 69 %). 1H NMR (399.99 MHz, DMSO-d6) 8 10.63 (1H, s), 8.84 (1H, s), 8.24 (1H, br s), 7.58 (1H, br s), 7.22 (1H, s), 7.06 (1H, t), 6.95 (1H, d), 6.65 (2H, s), 6.61 (2H, d), 4.53 (2H, s), 4.15 (2H, q), 3.59 (2H, t), 3.49 (2H, d), 2.70 (2H, t), 1.39 (9H, s), 1.36 (3H, t), 1.06 (3H, t). APCI-LC/MS m/z: 507.2 [MH+], 201150-73-4

As the paragraph descriping shows that 201150-73-4 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2005/75429; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.201150-73-4,tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

Example 34 Synthesis of 2-(5-(6-(2-chlorophenyl)-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]-pyrimidin-2-ylamino)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-3-cyclopropylacrylonitrile Step 1. A solution of 6-(2-chlorophenyl)-8-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one (0.2 g) and tert-butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.2 g) in DCM (5 mL) was concentrated to remove DCM. The resulted mixture was then stirred at 140 C. for 0.5 h. LCMS showed completion of reaction and the mixture was purified by preparative TLC to afford tert-butyl 5-(6-(2-chlorophenyl)-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (150 mg, 48% in yield)., 201150-73-4

201150-73-4 tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 17750539, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Taunton, JR., John William; Brameld, Kenneth Albert; Goldstein, David Michael; Mcfarland, Jesse; Krishnan, Shyam; Choy, Jonathan; US2014/323464; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

27655-40-9, Isoquinoline-5-sulfonic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add 8L of thionyl chloride to the dry 20L glass reactor, add 2kg of 5-isoquinoline sulfonic acid, add 200ml of N,N-dimethylformamide (DMF) with stirring, and control the temperature of the reaction solution at 50 Below C, after the addition was completed, the temperature was raised to reflux and refluxed for 2 hours. Concentrated to dryness to give a white solid.Filtration gave a white solid which was re-slued twice and filtered to give a white-white 5-isoquinoline sulfonyl chloride hydrochloride solid.Into a 50 L glass reactor, 12 L of dichloromethane was added, and then 5-isoquinolinesulfonyl chloride hydrochloride was added to the front, and the temperature was lowered to -5 to 5 C, and a saturated aqueous solution of sodium hydrogencarbonate was added thereto with stirring to adjust the pH to 5 to. 6. Control the temperature of the reaction solution at -5 to 5 C, separate the dichloromethane phase, and extract the aqueous solution twice with dichloromethane (dichloromethane 4 L ¡Á 2), and combine the dichloromethane phase with anhydrous magnesium sulfate 0.5. ~ 1 kg of dry, filtered to give a pale yellow 5-isoquinoline sulfonyl chloride clear solution, to be used., 27655-40-9

The synthetic route of 27655-40-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Xuzhou Wan Bang Jinqiao Pharmaceutical Co., Ltd.; Jiangsu Wanbang Biochemical Pharmaceutical Group Co., Ltd.; Zhang Haifeng; Qiao Deshui; Gao Xueqin; (8 pag.)CN109970712; (2019); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13130-79-5,1-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

To 1-(4-methoxyphenyl)cyclopropanecarboxylic acid (4.07 g, 21.17 mmol), thionyl chloride (4.64 mL, 63.52 mmol) and DMF (64 muL) were stirred at 50 C. for 3 hours, after which additional thionyl chloride (4 mL) and DMF (60 muL) were added and the mixture was stirred at 50 C. for 1 additional hour. The excess thionyl chloride was evaporated under reduced pressure. The resulting acid chloride was dissolved in anhydrous DCM (20 mL) and was slowly added to a cooled suspension of (0 C.) of 1-bromoisoquinolin-3-amine in DCM (50 mL) and Et3N (14.05 mL, 100.8 mmol). The reaction mixture was stirred at room temperature for 18 hours. The resulting mixture was diluted with DCM and washed with water (1¡Á30 mL), 1 N NaOH (2¡Á30 mL), 1 N HCl (1¡Á30 mL), saturated aqueous NaHCO3 (1¡Á30 mL) and brine (1¡Á30 mL). The organic layer was dried over anhydrous Na2SO4 and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel (0-50% ethyl acetate in hexane) to yield N-(1-bromoisoquinolin-3-yl)-1-(4-methoxyphenyl)cyclopropanecarboxamide (6.0 g, 75%) as a yellow solid. ESI-MS m/z calc. 396.05, found 397.3 (M+1)+. Retention time 2.24 minutes. 1H NMR (400.0 MHz, CDCl3) d 8.55 (s, 1H), 8.15 (d, J=8.5 Hz, 1H), 7.89 (s, 1H), 7.78 (d, J=8.2 Hz, 1H), 7.69-7.65 (m, 1H), 7.56-7.52 (m, 1H), 7.46-7.42 (m, 2H), 7.01-6.98 (m, 2H), 3.90 (s, 3H), 1.75 (dd, J=3.7, 6.8 Hz, 2H) and 1.21 (dd, J=3.7, 6.9 Hz, 2H) ppm.

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

Reference£º
Patent; HADIDA RUAH, SARA S.; Miller, Mark; Zhou, Jinglan; Bear, Brian; Grootenhuis, Peter; US2009/143381; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-02-6,3-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Typical procedure for the palladium-catalyzed domino reaction of the 1,6-diynes with bromo(iso)quinoline: diyne 1a-p (1.0 equiv), 3-bromoquinoline (1.2 equiv), Pd(OAc)2 (2 mol %), and PPh3 (4 mol %) were added to the degassed solution of (n-Bu)3N (1.2 equiv) in DMF (5 mL) and the mixture was stirred at room temperature for 40 min then heated at 125-130 C for 24 h. The reaction mixture was cooled, quenched with water, and extracted with EtOAc (3¡Á5 mL). The combined organic layers were washed with hydrochloric acid (5%), aqueous sodium carbonate (5%), and saturated aqueous sodium chloride solution. After separation, the organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The residue was purified by flash chromatography (6:1 petroleum ether/EtOAc) to give the corresponding product 3.

34784-02-6, The synthetic route of 34784-02-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hu, Yimin; Zhu, Tao; Mu, Xiaolong; Zhao, Quansheng; Yu, Tao; Wen, Lei; Zhang, Yulong; Wu, Min; Zhang, Hao; Tetrahedron; vol. 68; 1; (2012); p. 311 – 318;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-02-6,3-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Example 5 – Preparation of Precursor 282 Precursor 271 Precursor 282 To a dry, nitrogen-flushed flask was charged with Precursor 271 (0.20 g, 0.37 mmol), potassium teri-butoxide (0.05 g, 0.44 mmol), Pd(dba)2 (0.03 g, 0.03 mmol), DPE-phos (0.04 g, 0.07 mmol), 3-bromoisoquinoline (0.08 g, 0.86 mmol), and anhydrous toluene. The mixture was refluxed for 24 h. After cooling to room temperature, ethyl acetate was added, and the mixture was stirred for five minutes. The crude mixture was extracted with ethyl acetate and purified by chromatography on silica gel with mixture of hexane and ethyl acetate (v/v = 10: 1). 0.17 g of yellow solid was obtained. Yield: 69 %. H NMR (CDC13, 300 MHz): delta 9.03 (s, 1H), 8.00 (s, 1H), 7.83-7.96 (m, 4H), 7.69 (s, 1H), 7.53-7.45 (m, 6H), 7.39-7.30 (m, 5H), 7.25-7.23 (m, 2H), 7.15-7.02 (m, 4H), 3.85 (s, 3H), 1.37 (s, 18H)., 34784-02-6

The synthetic route of 34784-02-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE UNIVERSITY OF HONG KONG; CHE, ChiMing; KUI, ChiFai; KWOK, Chi Chung; WO2013/152727; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem