Category: isoquinoline

25475-67-6, Isoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 3-aminoisoquinoline (75 mg, 0.52 mmol) and 2-({2-[(morpholine-4-carbonyl)-amino]-pyridin-4-ylmethyl}-amino)-benzoic acid methyl ester (149 mg, 0.40 mmol) in DCE (6 mL) at 0¡ãC, under argon, was added trimethylaluminium (2M in toluene, 0.4 mL, 0.8 mmol). The reaction was heated at 120 ¡ãC (bath temperature) for 3 hours. On cooling the reaction was diluted with aqueous sodium hydrogencarbonate solution and extracted with dichloromethane. The organic phase was washed with water, dried and concentrated in vacuo. The residue was purified by chromatography on Isolute.(R). flash NH2 (Separtis) (Eluant: EtOAc) to give morpholine-4-carboxylic acid (4-{[2-(isoquinolin-3-ylcarbamoyl)-phenylamino]-methyl}-pyridin-2-yl)-amide (60 mg, 32percent) as a resin; 1H-NMR (300 MHz, d6-DMSO) 10.69 (1H, s), 9.21 (1H, s), 9.18 (1H, s), 8.60 (1H, s), 8.16-8.20 (2H, m), 8.10 (1H, d), 7.96 (1H, d), 7.90 (1H, d), 7.82 (1H, d), 7.75 (1H, t), 7.57 (1H, t), 7.28 (1H, t), 6.98 (1H, d), 6.63 (1H, t), 6.58 (1H, d), 4.48 (2H, d), 3.55-3.59 (4H, m), 3.41-3.45 (4H, m) m/z (ES+) 483 [M+H]+, 242.

25475-67-6, As the paragraph descriping shows that 25475-67-6 is playing an increasingly important role.

Reference£º
Patent; Schering Aktiengesellschaft; EP1657241; (2006); 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

[0517] Procedure: To a stirred solution of compound isoquinoline-5-sulfonyl chloride (0.5 g, 2.192 mmol) in tetrahydrofuran (10 mL) at 0C was added ammonium hydroxide solution (0.26 mL, 6.578 mmol) and stirred for 1.5 h at room temperature. The progress of the reaction was monitored by TLC. Then the reaction was quenched with water (10 mL) and extracted with 5% methanol in dichloromethane (3 ¡Á 50 mL), combined organic layers were washed with water (10 mL) and brine (10 mL). The organic layer was dried over sodium sulphate, filtered and evaporated under reduced pressure, purified by combiflash purifier using 8% methanol in dichloromethane to afford isoquinoline-5-sulfonamide (0.35 g, 76% (2 Steps)) as off-white solid.1HNMR (400 MHz, DMSO-d6): delta 9.45 (s, 1H), 8.66 (d, J =5.6 Hz, 1H), 8.42-8.32 (m, 3H), 7.82-7.78 (m, 1H), 7.74 (s, 2H). LC-MS m/z = 209.1 [M+H]+.

84468-15-5, The synthetic route of 84468-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MAVUPHARMA, INC.; GALLATIN, William Michael; ODINGO, Joshua; DIETSCH, Gregory N.; FLORIO, Vincent; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; (273 pag.)WO2019/46778; (2019); 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.891785-28-7,6-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

891785-28-7, To an oven dried schlenck flask was added [(2R)-tetrahydrofuran-2-ylj-[4-[4-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)phenoxyj -1 -piperidylj methanone (0.11 g, 0.26 mmol), 6- bromoisoquinolin-3-ylamine (0.09 g, 0.39 mmol), tetrakis(triphenylphosphine)palladium(0) (0.03 g, 0.03 mmol), iN Na2CO3 (0.79 mL, 0.79 mmol), followed by i,4-dioxane (2 mL) and was degassed under an atmosphere of argon for 5 mm and was heated at 99 C for 2 h. The reaction was cooled, filtered through a pad of celite, washed with iN Na2CO3/water/brine, dried over sodium sulfate, and concentrated. The product was purified using the Gilson (0. i%TFA in water/0. 1% TFA in acetonitrile gradient), diluted clean fractions with DCM, washed with iN Na2CO3/brine, dried over sodium sulfate, and concentrated. {4-[4-(3-aminoisoquinolin-6-yl)- phenoxyj-piperidin-i-yl}-(R)-tetrahydrofuran-2-yl-methanone was isolated as a solid (0.04 g, 34%). Analysis: LCMS m/z = 403 (M+i). ?H NMR (DMSO-d6) oe: 8.78 (s, iH), 7.84 (d, iH, J =8.6 Hz), 7.70 (m, 3H), 7.44 (m, 2H), 7.11 (m, 2H), 6.65 (s, iH), 5.91 (s, 2H), 4.68 (m, 2H), 3.76 (m, 4H), 3.41 (m, iH), 3.29 (m, iH), 2.01 (br m, 4H), i.84 (m, 2H) i.5i-i.65 (br m, 2H).

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; CEPHALON, INC.; BECKNELL, Nadine, C.; DANDU, Reddeppa, Reddy; DORSEY, Bruce, D.; GOTCHEV, Dimitar, B.; HUDKINS, Robert, L.; WEINBERG, Linda; ZIFICSAK, Craig, A.; ZULLI, Allison, L.; (411 pag.)WO2016/205633; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

34846-65-6, Isoquinoline-4-carbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

lntermediate-14: lsoquinolin-4-carboxylic acid: To a stirred solution of isoquinolin-4-carbonitrile (lntermediate-13) (3.0 g, 19.45 mmol) in EtOH (30 mL) was added KOH (20 g in 20 mL water) and the mixture was refluxed overnight. It was then cooled to RT and concentrated under reduced pressure. The aqueous layer was washed with Et20 and neutralized using 1 N HCI. It was extracted with EtOAc and the organic layer was dried over Na2S04, filtered, and concentrated to give the title compound (2 g, 59.3percent) as an off white solid., 34846-65-6

The synthetic route of 34846-65-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LUPIN LIMITED; KULKARNI, Sanjeev, Anant; MADAN, Sachin; JANA, Nirmal, Kumar; TALE, Prashant, Vitthalrao; CHEEMALA, Narasimha, Murthy; MAHANGARE, Sachin, Jaysing; VIDHATE, Prashant, Popatrao; KULKARNI, Chaitanya, Prabhakar; PATEL, Sapana, Suresh; PATIL, Amolsing, Dattu; ZADE, Seema, Prabhakar; SHINDE, Rohan, Mahadev; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2013/5168; (2013); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-26-5, 6-Aminoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 2Synthesis of 6-chlorosulfonylisoquinoline (Reference Compound 2)4.0 g of 6-aminoisoquinoline (Reference Compound 1) was suspended at 0¡ã C. in 40 mL of concentrated hydrochloric acid (35percent).To the suspension, 4.0 g of sodium nitrite was added in small portions, and the mixture was stirred for 30 minutes.This reaction solution was added dropwise at 0¡ã C. to a mixed solution of 20 mL of acetic acid saturated with sulfite gas generated from sodium bisulfite and sulfuric acid, and 298 mg of copper chloride, and the mixture was stirred for 1 hour.The mixture was neutralized by the addition of a saturated aqueous solution of sodium bicarbonate, followed by extraction with dichloromethane (100 mL*2).The organic layer was washed with saturated saline and then dried over anhydrous sodium sulfate.The obtained dichloromethane solution was used in the next reaction without being further purified because the compound of interest was unstable., 23687-26-5

As the paragraph descriping shows that 23687-26-5 is playing an increasingly important role.

Reference£º
Patent; D. WESTERN THERAPEUTICS INSTITUTE, INC; US2012/35159; (2012); 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.4602-73-7,7-Hydroxy-6-methoxy-3,4-dihydroisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: Table 3 is a parameter table. The starting material “parameter 1” was added into a flask at room temperature under N2, and then the “parameter 2” mL IPA and “parameter 3” were added thereinto. The starting material was dissolved at “parameter 4” C. The appearances of reaction solution were “parameter 5” and “parameter 7” in about “parameter 6” minutes, and then the solution was heated at 110~120C for “parameter 8” hours and concentrated in room temperature. The “parameter 9” mL MeOH was added and the resulting mixture was stirred for “parameter 10” minutes. To the solution, which is “parameter 1 1” in a ice-bath, NaBH4(s) “parameter 12” was added slowly under N 2 and stirred for “parameter 13” minutes. The solution, which is “parameter 14,” was added with “parameter 15” mL H2O and extracted with “parameter 16” mL CHC13. The organic layer was added with MgS04 for drying, stirred for “parameter 17” minutes, filtered, and concentrated to obtain “parameter 18”. The “parameter 20” was afforded after flash column chromatography (silica gel, “parameter 19”).

4602-73-7, As the paragraph descriping shows that 4602-73-7 is playing an increasingly important role.

Reference£º
Patent; YU, Linda Chia-Hui; HSIN, Ling-Wei; LEE, Tsung-Chun; (0 pag.)WO2018/157233; (2018); 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.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

EXAMPLE 9 In 30 ml of water was dissolved 3.9 g of 1-amidinopiperazine sulfate, and 60 ml of tetrahydrofuran solution containing 4.1 g of 5-isoquinolinesulfonyl chloride and 1N sodium hydroxide was added dropwise under cooling with ice so that the pH of the solution maintain the range from 8 to 8.5. After the dropwise addition, the mixture solution was stirred for one hour. The crystalline residue was discarded, and the pH of the aqueous layer was adjusted to 1 with an aqueous diluted hydrochloric acid solution. The crystalline residue was discarded, and the pH of the aqueous layer was adjusted to 13 with a 5N aqueous sodium hydroxide solution. The crystals precipitated were separated by filtration, and the crystalline residue obtained was dissolved with an aqueous diluted hydrochloric acid solution. The pH of the solution was adjusted to 13.5 with a 2N aqueous sodium hydroxide solution. The crystals precipitated were separated by filtration, the crystalline residue was washed with water, methanol and ethylether and condensed to dryness to give 4.84 g of 4-amidino-1-(5-isoquinolinesulfonyl)piperazine, i.e., Compound (44) in a yield of 84%. Mass spectrum (m/e): 319, 302, 278 and 221. NMR spectrum (DMSO-d6, D2 SO4): 2.6~3.7 (8H), 7.7~8.3 (1H), 8.4~8.9 (4H) and 9.8 (1H). IR spectrum (numax, cm-1): 3320, 1675, 1590 and 1170., 84468-15-5

The synthetic route of 84468-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; Hidaka; Hiroyoshi; US4634770; (1987); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 17 In 100 ml of ice water was dissolved 8.8 g of 5-isoquinolinesulfonyl chloride hydrochloride, and the pH of the solution was adjusted to 6 with a saturated aqueous sodium hydrogencarbonate solution, followed by extraction with 100 ml of dichloromethane. The dichloromethane layer was added dropwise to a 100 ml of dichloromethane solution containing 5.30 g of N-hexyl-2-hydroxypropylamine and 4.0 g of triethylamine over a period of 20 minutes while cooling with ice. The mixture was stirred at a temperature of 15 C to 20 C for 2 hours, washed with water, and dried with anhydrous magnesium sulfate. Then, the dichloromethane was removed under reduced pressure to obtain an oily residue. The thus obtained oily residue was subjected to purification by silica gel column chromatography (Wacogel C-200, 200 g; solvent: a 2 % methanol solution in chloroform) to obtain 9.02 g of N-hexyl-N-(2-hydroxypropyl)-5-isoquinolinesulfonamide.

105627-79-0, 105627-79-0 Isoquinoline-5-sulfonyl chloride hydrochloride 13116932, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; EP287696; (1988); 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.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

a) (S)-4-{2-[4-(Isoquinoline-5-sulfonylamino)-pcarboxylic acid tert-butyl ester(S)-4-[2-(4-Amino-phenyl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (150 mg) was dissolved in tetrahydrofuran at room temperature before treatment withtriethylamine (129.8 mu) and isoquinoline-5-sulfonyl chloride (141.4 mg), the reaction mixture was then warmed to 50 C and stirred for 6 hours. Upon evaporation of the solvent in vacuo the residue was purified by flash column chromatography (Si02; hexane/EtOAc 3: 1) to afford title compound (S)-4- {2-[4-(isoquinoline-5-sulfonylamino)-phenyl]-ethyl} -2,2-dimethyl-oxazolidine- 3-carboxylic acid tert-butyl ester (155 mg) as a white solid. MS (ISP): 512.3 ([M+H]+). b) Isoquino line-5 -sulfonic acid [4-((S)-3 -amino-4-hydroxy-butyl)-phenyl] -amide

84468-15-5, The synthetic route of 84468-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GALLEY, Guido; NORCROSS, Roger; POLARA, Alessandra; WO2011/57973; (2011); 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.7651-81-2,Isoquinolin-3(2H)-one,as a common compound, the synthetic route is as follows.

Preparation 11; A mixture of 3-hydroxyisoquinoline (500 mg, 3.44 mmol) and ethyl methacrylate (1.29 mL, 10.3 mmol) in toluene (10 mL) in a sealed reaction vessel was heated at 170 C for 16 h. The reaction mixture was concentrated and the product purified by preparative HPLC. A fraction containing isomers A and B in a 3: 1 ratio (A: B), was obtained as an oil (284 mg, 32% yield). MS (E+) m/z : 260 (MH+) ; Liquid Chromatograph (“LC”) retention time (“Rt”): 2.41 min (broad). A second fraction containing isomers C and D in a 5: 1 ratio (C: D) was also obtained as a solid (502 mg, 56%). MS (E+) nzlz : 260 (MH+) ; LC retention time: 2.70 min (broad)., 7651-81-2

The synthetic route of 7651-81-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2005/73221; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem