Month: November 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-38-9,3,4-Dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Sodium Hydride (31 .8 mg, 0.796 mmol) was added to DMF (1 mL), followed by 3,4-dihydro-1 (2H)- isoquinolinone (107 mg, 0.730 mmol). The resulting suspension was stirred at r.t. for 5 min, then 4,6- dichloro-2-(2-pyridinyl)pyrimidine (150 mg, 0.664 mmol) was added and resulting mixture was stirred at r.t. for 45 min.The mixture was partitioned between EtOAc and water then the aqueous layer extracted with DCM three times. The organic layers were combined, filtered throught a phase separator and volatiles removed under reduced pressure to afford 212 mg of a white-brown powder.The crude material was purified by column chromatography, eluting with a 0 to 100percent EtOAc in cyclohexane, to give the title compound, 121 mg (54percent) as an off white powder.LCMS (Method A) Rt 1 .05 min, MH+=337.0, 1196-38-9

The synthetic route of 1196-38-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; ATKINSON, Stephen John; BARKER, Michael David; CAMPBELL, Matthew; HUMPHREYS, Philip; LIDDLE, John; SHEPPARD, Robert John; WILSON, David; WO2012/52390; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

347146-33-2, 1-Chloroisoquinolin-6-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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, 8.8 Hz), 7.68(1H, d, J=2.0 Hz), 7.79(1H, d, J=5.6 Hz), 8.03(4H, m), 8.18(1H, d, J=5.6 Hz), 8.21(1H, d, J=8.8 Hz), 11.36(1H, s)., 347146-33-2

347146-33-2 1-Chloroisoquinolin-6-amine 22674114, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Wakabayashi, Toshiaki; Funahashi, Yasuhiro; Hata, Naoko; Semba, Taro; Yamamoto, Yuji; Haneda, Toru; Owa, Takashi; Tsuruoka, Akihiko; Kamata, Junichi; Okabe, Tadashi; Takahashi, Keiko; Nara, Kazumasa; Hamaoka, Shinichi; Ueda, Norihiro; US2004/18192; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 Preparation of 6-bromo-1,2,3,4-tetrahydroisoquinoline A solution of 6-bromo-3,4-dihydro-1(1H)-isoquinolinone (Example 31, Step 1; 5.5 g, 1.0 mmol) in THF (25 mL) was treated with 1M BH3 in THF (5 mL, 5 mmol) and heated at reflux for 20 h. To the mixture was added MeOH (5 mL), the solvent removed and the residue heated with 2N HCl for 3 h. The reaction was cooled, made basic with aqueous NH4 OH and extracted with CH2 Cl2, dried and evaporated to give the title compound as a gum which was used as such., 147497-32-3

The synthetic route of 147497-32-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck & Co., Inc.; US5977134; (1999); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1041423-28-2, 3-Chloro-6-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4: 16.5 g of (cis-4-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester were dissolved in 210 ml of diglyme and treated with 4.1g 50% NaH under nitrogen. The resulting mixture was stirred for 1 h at room temperature, then 14.8 g of the product from Step 3 were added. The mixture was allowed to stir for 1 day at room temperature, then 100 ml of toluene were added and the resulting mixture was washed with water 3 times. The organic phases were collected and the solvent was removed in vacuo., 1041423-28-2

As the paragraph descriping shows that 1041423-28-2 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS; WO2008/77554; (2008); 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.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

6624-49-3, Isoquinoline-3-carboxylic acid (500 mg, 2.89 mmol), glycine methyl ester hydrochloride (363 mg, 2.89 mmol, 1 eq), PyBOP (1.65 g, 3.18 mmol, 1.2 eq) and Et3N (400 mu, 2.89 mmol, 1 eq) were dissolved in the anhydrous DMF (10 mL) and stirred at room temperature for 24h. Upon completion of the reaction the DMF was evaporated in vacuo and the resultant residue was suspended in CH2CI2 (20 mL) and washed with H20 (2 x 10 mL). The organic phase was dried over MgS04, filtered and subjected to the column chromatography (eluent system: cHex/EtOAc). The obtained product was dissolved in a mixture of THF/H20 (1 : 1, 10 mL) and treated with LiOH H20 (600 mg, 14.45 mmol, 5 eq). The reaction was stirred at room temperature for 12h. The TFIF was evaporated in vacuo and the remaining aqueous solution was neutralized with cone. HCl. The precipitate was collected by filtration and dried in vacuo to yield the desired product (266 mg, 1.16 mmol, 40percent). 1H NMR (400 MHz, DMSO-i) delta = 9.42 (s, 1 H, H6), 9.14 (t, J=6.0 Hz, 1 H, H), 8.58 (si H, H5), 8.27 (d, J=8.0 Hz, 1 H, H3), 8.22 (d, J=8.0 Hz, 1 H, H4) 7.90 (ddd, J=8.0, 7.0, 1.0 Hz, 1 H, H2) 7.83 (ddd, J=8.0, 7.0, 1.0 Hz, 1 H, HI) 4.05 (d, J=6.0 Hz, 2 H, H7 , H7//)ppm. 13C NMR (101 MHz, DMSO-i) delta = 171.7, 164.9, 152.1, 143.8, 135.8, 131.9, 129.8, 129.7, 128.5, 128.3, 120.3, 41.6 ppm. Mp = 208-210 ¡ãC (223-224 ¡ãC)21. HRMS (ESI-TOF) calcd for Ci2Hi0N2NaO3 [M+Na+] : 253.0584, found: 253.0595, FT-IR vmax (neat): 3378, 1733, 1631, 1531, 1233, 766 cm”1.

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ISIS INNOVATION LIMITED; SCHOFIELD, Christopher Joseph; RYDZIK, Anna; MCDONOUGH, Michael; CHOWDHURY, Rasheduzzaman; WO2015/92412; (2015); 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.347146-33-2,1-Chloroisoquinolin-6-amine,as a common compound, the synthetic route is as follows.

SYNTHETIC EXAMPLE 62b 1-Chloro-6-(4-chlorobenzenesulfonylamino)isoquinoline The title compound was obtained using 6-amino-1-chloro-isoquinoline (Production Example 23b) and 4-chlorobenzenesulfonyl chloride in the same method as in Synthetic Example 1b. 1H-NMR(CDCl3) delta (ppm): 7.33(1H, brs), 7.39(1H, dd, J=2.0, 8.8 Hz), 7.44(2H, d, J=8.8 Hz), 7.50(1H, d, J=5.6 Hz), 7.58(1H, d, J=2.0 Hz), 7.81 (2H, d, J=8.8 Hz), 8.24 (1H, d, J=5.6 Hz), 8.25 (1H, d, J=8.8 Hz). FAB-MS: 353., 347146-33-2

347146-33-2 1-Chloroisoquinolin-6-amine 22674114, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Wakabayashi, Toshiaki; Funahashi, Yasuhiro; Hata, Naoko; Semba, Taro; Yamamoto, Yuji; Haneda, Toru; Owa, Takashi; Tsuruoka, Akihiko; Kamata, Junichi; Okabe, Tadashi; Takahashi, Keiko; Nara, Kazumasa; Hamaoka, Shinichi; Ueda, Norihiro; US2004/18192; (2004); 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.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

General procedure: A solution of compound 8 (90 mg, 0.44 mmol), 4-chlorobenzenesulfonyl chloride (103 mg, 0.49 mmol) and triethylamine (68 muL, 0.49 mmol) in dichloromethane (5 mL) was stirred at room temperature for 18 h. The reaction was quenched through the addition of water (20 mL) and the pH adjusted to pH 6-7 using aqueous phosphate buffer solution (0.5 M, pH 7). The mixture was then diluted with dichloromethane (20 mL) and the separated aqueous layer further extracted with dichloromethane (2 x 20 mL). The combined organic layers were washed with aqueous phosphate buffer solution (0.5 M, pH 7) (20 mL), dried over anhydrous magnesium sulfate, filtered and the filtrate concentrated in vacuo. Purification by flash chromatography (dichloromethane/methanol, 40:1) afforded compound 9a as a beige solid (96 mg, 0.25 mmol, 56%)., 105627-79-0

The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Brimble, Margaret A.; Cook, Gregory M.; Davison, Emma K.; Ferguson, Scott A.; Harbison-Price, Nichaela; Harper, Andrew D.; Heikal, Adam; Jeong, Joo Young; Knottenbelt, Melanie K.; Krittaphol, Woravimol; McConnell, Michelle A.; McGowan, John E.; Mros, Sonya; Rennison, David; Van Zuylen, Essie M.; Walker, Greg F.; Bioorganic and medicinal chemistry letters; (2020);,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-06-0,7-Chloroisoquinoline,as a common compound, the synthetic route is as follows.

7-chloroisoquinoline (9 g, 55.0 mmol, 1.0 equiv)[mixture of 7-isoquinoline 3-5a and 8-isoquinoline 3-5b (a/b=3/2)]was dissolved in nitrobenzene (180 mL) and heated at 180 C. Bromine was added dropwise to this dark orange solution (3.11 ml, 60.5 mmol, 1.1 equiv.). The reaction mixture was stirred at 180 C. for 10 hours. LCMS showed that almost complete conversion. The reaction mixture was cooled to room temperature, 2M HCl in Et2O (30 mL) was added, followed by dilution with Et2O and Hexane. The precipitate was collected then taken up with EtOAc (200 mL), neutralized with saturated Na2CO3, and separated. The organic layer was dried over Na2SO4, filtered and concentrated. The crude residue was purified with silica gel chromatography (EtOAc/Hexane=0->30%) to give the title product 3-4. LRMS m/z (M+H) 242.2 found, 241.9 required., 34784-06-0

As the paragraph descriping shows that 34784-06-0 is playing an increasingly important role.

Reference£º
Patent; Arrington, Kenneth L.; Brnardic, Edward J.; Dudkin, Vadim Y.; Fraley, Mark E.; Huang, Shaei Y.; Wang, Cheng; US2007/254879; (2007); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

84468-15-5, Isoquinoline-5-sulfonyl chloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 5 In 50 ml of a chloroform solution containing 1.4 g of 3-dimethylaminopropylamine and 1.4 g of triethylamine was added dropwise 30 ml of a chloroform solution containing 2.6 g of 5-isoquinolinesulfonyl chloride under cooling with ice. After the dropwise addition of the chloroform solution, the mixed solution was stirred at a temperature of 2 C. to 10 C. for four hours, and the reaction mixture solution was washed with water and dried with anhydrous magnesium sulfate. After the chloroform was distilled therefrom, the residue obtained was subjected to a silica gel column chromatography (silica gel: 70 g; solvent: chloroform) to give 2.38 g of N-(3-dimethylaminopropyl)-5-isoquinolinesulfonamide, i.e., Compound (17) in a yield of 71%. Mass spectrum (m/e): 293, 249, 235, 221 and 207 NMR spectrum (CDCl3): 1.6(2H, CH2), 2.0-2.6(8H, 2*NCH3 +NCH2), 3.1(2H, NCH2), 6.2(NH), 7.4-7.7(1H), 8.0-8.6(4H) and 9.3(1H) IR absorption spectrum (numaxcap, cm-1): 2950, 2860, 2840, 1460, 1320, 1150, 1130, 830 and 760., 84468-15-5

84468-15-5 Isoquinoline-5-sulfonyl chloride 3371655, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; Hidaka; Hiroyoshi; US4456757; (1984); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

61563-43-7,61563-43-7, Isoquinoline-8-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 20: 8-[((2S)-2-Methyl-4-{[4-(trifluoromethyl)phenyl]sulfonyl}-1 – piperazinyl)carbonyl]isoquinoline hydrochloride To a solution of (3S)-3-methyl-1 -{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine (may be prepared in a similar manner as described in Intermediate 16; 50 mg, 0.162 mmol) and 8-isoquinolinecarboxylic acid (28.1 mg, 0.162 mmol) in N,N- Dimethylformamide (DMF) (5 mL), was added HOBT (27.3 mg, 0.178 mmol), n- ethylmorpholine (0.045 mL, 0.357 mmol), and HBTU (67.7 mg, 0.178 mmol) in sequence. Solvent was removed under vacuum to leave an oil which was dissolved in 1 .7ml of 1 :1 DMSO/MeCN and purified by MDAP. Relevant fractions were combined and concentrated to leave a clear oil (32mg). The oil was dissolved in 5ml THF and 0.05ml of 5M aqueous HCI was added. The solvent was removed to give the title compound as a white solid (35 mg).LCMS (low pH) RT 0.92 min, m/z (ES) 464 [M+H]+ 1H NMR (400 MHz, MeOD) rotameric mixture 5 9.10 (1 H, m), 8.50 (1 H, m), 8.1 -7.88 (6H, m), 7.83 (1 H, m), 7.59 (1 H, m), 5.25-4.55 (3H, m), 4.0-3.4 (4H, m), 2.8-2.1 (2H, m), 1 .6-1 .1 (3H, m) ppm

The synthetic route of 61563-43-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; HEER, Jag Paul; CRIDLAND, Andrew Peter; NORTON, David; WO2011/86377; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem