Category: isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3336-43-4,1-Chloroisoquinolin-4-ol,as a common compound, the synthetic route is as follows.

To a solution of 1-chloroisoquinolin-4-ol (1.0 g, 5.5 mmole) in acetonitrile (10 mL) was added K2CO3(2.3 g, 16.7 mmole) followed by ethyl iodide (0.87 mL, 11.0 mmole) at room temperature. The reaction mixture was stirred at room temperature for overnight. Solvent was evaporated under reduced pressure and the residue was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated under reduced. The resulting residue was purified by silica gel chromatography to afford 1-chloro-4-ethoxyisoquinoline (700 mg, 62%) as an off-white solid.1H NMR (400 MHz, CD3OD): delta ppm 8.26-8.24 (m, 2H), 7.79 (s, 1H), 7.76-7.26 (m, 2H), 4.29-4.24 (q, J=6.8 Hz, 2H), 1.58-1.1.54 (t, J=6.8 Hz, 3H); MS: MS m/z 207.7 (M++1)., 3336-43-4

The synthetic route of 3336-43-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P.V.K. Suresh; Scola, Paul Michael; (403 pag.)US9527885; (2016); B2;,
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27810-64-6, Isoquinoline-5-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

192A. N-(l-Methylpiperidin-4-yl)isoquinoline-5-carboxamide: To isoquinoline- 5-carboxylic acid (0.22 g, 1.270 mmol) and l-methylpiperidin-4-amine (0.145 g, 1.270 mmol) in EtOAc (3 mL)/DMF(l mL) was added TEA (0.48 mL, 3.464 mmol) and a 50% EtOAc solution of T3P (0.306 mL, 1.082 mmol). After 24h, the reaction was partitioned with water (15 mL) and ethyl acetate (50 mL). The organic layer was washed with brine (10 mL) and dried (MgS04). MS (ESI) m/z: 270.1 (M+H)+., 27810-64-6

As the paragraph descriping shows that 27810-64-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
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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;,
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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;,
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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.90806-58-9,5-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.,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 in vacuo to afford Cap-138, step b (2.15 g, 83%) as a pale, yellow solid which was sufficiently pure to carry forward directly. 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]+ C10H10NO2: 176.07; found: 176.0.

90806-58-9 5-Methoxyisoquinoline 13754283, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; US2010/249190; (2010); 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.

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;,
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58142-99-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.58142-99-7,5-Iodoisoquinoline,as a common compound, the synthetic route is as follows.

Dissolve (trans)-4-methylhexahydropyrrole[3,4-b][1,4]oxazine (333 mg, 2.3 mmol) in toluene (20 mL)Add triethylamine (2 mL), 5-iodoisoquinoline (718 mg, 2.8 mmol), XPhos (110 mg, 0.23 mmol), cesium carbonate (2.25 g, 6.9 mmol) and palladium acetate (52 mg) successively. , 0.23 mmol), heated to 90C under nitrogen atmosphere overnight. The mixture was filtered off with suction and the filtrate was concentrated and purified by column chromatography to give the title compound (600 mg).

The synthetic route of 58142-99-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Gang; Wu Yongyong; Yu Hua; Wang Kunjian; Li Xiaoyong; Sun Ling; Wang Runjiang; Chen Qiangqiang; Yang Long; Song Hongmei; Zeng Hong; Zhang Hong; Ye Qijun; Wang Lichun; Wang Jingyi; (98 pag.)CN107540659; (2018); A;,
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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.27655-40-9,Isoquinoline-5-sulfonic acid,as a common compound, the synthetic route is as follows.

The solution of isoquinoline-5-sulfonic acid 1b (4.0 g, 0.019 mol) in 25 mL thionyl chloride and 0.1 mL dimethylformamide was heated to reflux for 2 h. The mixture was then distilled under reduced pressure to remove unreacted thionyl chloide. The crude was washed by dichloromethane (10 mL*2), and air dried to give isoquinoline-5-sulfonyl chloride 1e (3.9 g, yellow solid, yield: 100%). MS-ESI cal. [M+H]+ 227, found 227., 27655-40-9

27655-40-9 Isoquinoline-5-sulfonic acid 241599, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MEDSHINE DISCOVERY INC.; WU, Lingyun; YAO, Yuanshan; CHEN, Zhaoguo; CHEN, Shuhui; (69 pag.)US2017/37050; (2017); A1;,
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

tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(lH)-carboxylate (99.3 mg,0.4 mmol) and mesylate 27c (123 mg, 0.4 mmol) were dissolved in MeCN (1 mL). Cs2CO3 (261 mg, 0.8 mmol) was added and the mixture was stirred at 9O0C overnight. The mixture was then diluted with MeCN and filtered. The filtrate was purified by reverse-phase HPLC to yield the title compound (Example 29). 1H-NMR (400 MHz, CD3CN) delta = 7.04 (d, J = 8.4 Hz, IH), 6.81 (dd, J = 8.4, 2.4 Hz, IH), 6.76 (s, IH), 4.83 (septet, J = 6.4 Hz, IH), 4.47 (s, 2H), 4.04 (br. d, J = 13.2 Hz, 2H), 3.58 (t, / = 6.0 Hz, 2H), 3.15 (t, J = 7.6 Hz, 2H), 2.76 (t, J = 6.0 Hz, 2H), 2.76-2.68 (m, 2H), 1.69-1.61 (m, 4H), 1.47 (s, 9H), 1.47-1.40 (m, IH), 1.34-1.28 (m, 2H), 1.21 (d, J = 6.4 Hz, 6H), 1.02 (ddd, J = 12.8, 12.4, 4.0 Hz, 2H); MS calcd. for [M+2H-Boc]+ C21H34N3O2: 360.2; found: 360.1.

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRM LLC; WO2008/97428; (2008); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1 ,1-dimethylethyl 6-amino-3,4-dihydro-2(1 H)-isoquinolinecarboxylate (9.5 g, 38.3 mmol.) in THF (350 ml_) under nitrogen and cooled to 00C were added sodium hydrogenocarbonate (8 g, 95.6 mmol.) and after 2 to 3 minutes of stirring, drop-wise, a solution of chloroacetyl chloride (6.1 ml, 76.5 mmol.) in THF (10 ml_). The mixture was stirred at O0C for 10 minutes then heated up to room temperature and stirred for 2.5 hours. The mixture was poured into an aqueous saturated solution of sodium hydrogenocarbonate and ethyl acetate (500ml) was added. The organic layer was washed three times with aqueous saturated solution of sodium hydrogenocarbonate then dried on sodium sulphate, filtered and evaporated to dryness to give the title compound as yellow oil which crystallised slowly (14.09 g, quantitative yield).1H NMR (400 MHz, DMSO, ppm) delta: 10.2 (bs, 1 H), 7.44 (bs, 1 H), 7.36 (bd, 1 H), 7.12 (d, 1 H), 4.45 (m, 2H), 4.23 (s, 2H), 3.54 (t, 2H), 2.75 (t, 2H), 1.43 (s, 9H).

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/104524; (2008); A1;,
Isoquinoline – Wikipedia
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