Day: November 24, 2020

491-30-5, 1-Hydroxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 250ml three neck flask fitted with overhead stirrer and condenser which is also connected to a scrubber solution, 1-hydroxyisoquinoline (lO.g, 68.89mmol) and PBrs (53.38g, 124 mmol) were taken. The reaction mixture was gradually heated to 140C. At about 125C – 130C the solid melts and a deep read solution obtained which on further heating converts to yellowish solid at ~135C. The reaction mixture was heated at this temperature for lOmin then allowed to cool to room temperature. The pale yellow solid was crushed and added in portions into ice with stirring to obtain a pale yellow powder which was filtered and washed with water (150ml) and dried in an oven at 50C under vacuum. The crude solid was purified by recrystallisation from EtOAc/heptane (14. lg, 99.93% HPLC, 71.3% yield). 1H-NMR (600MHz, CDCI3, TMS): S= 8.47 (s, 1H), 8.32(d, 1H), 8.19 (m, 1H), 7.72(m, 1H).

491-30-5, The synthetic route of 491-30-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CAMBRIDGE DISPLAY TECHNOLOGY LIMITED; SUMITOMO CHEMICAL CO., LTD; ISLAM, Nazrul; OHUCHI, Kazuei; HUMPHRIES, Martin; (63 pag.)WO2017/103586; (2017); 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.33930-63-1,4-Bromo-2-methylisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

For about 3 min, N2 was bubbled through a mixture of N-benzyl-2-methoxy-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (51 mg, 0.14 mmol), 4-bromo-2-methylisoquinolin-1(2H)-one (30 mg, 0.13 mmol), aqueous 1M K3PO4 (0.3 mL) and Pd(dppf)Cl2 (10 mg, 0.013 mmol) in dioxane (1.15 mL) which was then microwaved at 100¡ã C. for 1 h. Work up similar to Example 15 and purification by silica gel chromatography, eluting with 5-50percent EA in hexane over 4 min and continuing 50percent isocratic EA gave the title compound (37 mg, 0.14 mmol) as a tan solid in 71percent yield. 1H NMR (400 MHz, DMSO-d6) delta 3.57 (s, 3H), 3.97 (s, 3H), 4.52 (d, J=6.06 Hz, 2H), 7.21-7.37 (m, 6H), 7.47-7.51 (m, 2H), 7.56 (td, J=5.37, 2.15 Hz, 2H), 7.68-7.73 (m, 1H), 7.79 (d, J=2.27 Hz, 1H), 8.33 (d, J=7.83 Hz, 1H), 8.79 (t, J=6.06 Hz, 1H). LCMS (M+H)+ 399., 33930-63-1

The synthetic route of 33930-63-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bennett, Michael John; Betancort, Juan Manuel; Boloor, Amogh; Kaldor, Stephen W.; Stafford, Jeffrey Alan; Veal, James Marvin; US2015/111885; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

22246-04-4, 7-Methoxy-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3: Synthesis of 7-methoxy- 1,2,3, 4-Tetrahydro-isoquinoline; To a slurry of lithium aluminium hydride (2.42 g, 63.56 mmol) in dry tetrahydrofuran at 0 C was added 3,4-dihydro-7-methoxyisoquinolin-l(2H)-one (4.5 g, 25.4 mmol) dissolved in tetrahydrofuran and the solution refluxed for 2 h with stirring. Reaction mixture was quenched at 0 C with water (2.5 mL), 10% sodium hydroxide solution (2.5 mL) and water (7.5 mL). The stirring was continued at room temperature for 30 min. It was filtered through a celite bed which was thoroughly washed with CHCl3 (-100 mL). The CHCl3 was concentrated under reduced pressure to give crude material (2.9 g, 70 %) which was used as such for next step. ESIMS (m/z): 186.0 (M+Na), 164.1 (M+l), 22246-04-4

The synthetic route of 22246-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PANACEA BIOTEC LIMITED; WO2009/118765; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

4602-73-7,4602-73-7, 7-Hydroxy-6-methoxy-3,4-dihydroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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”).

The synthetic route of 4602-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; YU, Linda Chia-Hui; HSIN, Ling-Wei; LEE, Tsung-Chun; (0 pag.)WO2018/157233; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

80278-67-7, Isoquinoline-5-carbaldehyde is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

80278-67-7, To a room temperature solution of 2-(4-cyclohexylphenyl)cyclopropanecarbohydrazide (200 mg) in ethanol (20 mL), was added isoquinoline-5-carbaldehyde (122 mg, 0.77 mmol) and acetic acid (0.5 mL). The reaction mixture was then heated at 80 0C for 3 h, concentrated in vacuo and the residue diluted with water and extracted with EtOAc (2 x 20 mL). The layers were separated and then the combined organic layers were washed with a saturated NaHCO3 solution, dried over magnesium sulfate, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified via column chromatography eluting with 2percent MeOH in dichloromethane to afford (.pound.)-2-(4- cyclohexylphenyl)-N’-(isoquinolin-5 -ylmethylene)cyclopropanecarbohydrazide (100 mg, 33 percent) as a white solid.1H NMR (500 MHz, CDCl3): delta 9.30-9.22(m, 1 H), 8.78-8.69 (m, 1 H), 8.58-8.49 (m, 1 H), 8.36-8.28 (m, 1 H), 8.18-8.09 (m, 1 H), 7.78-7.69 (m, 2 H), 7.18-7.10 (m, 5 H), 2.98- 2.92 (m, 1 H), 2.56-2.48 (m, 2 H), 1.86-1.75 (m, 6 H), 1.45-1.36(m, 4 H); MS: M+H: m/z = 398.3; and HPLC: 99 percent, (Condition-C).

80278-67-7 Isoquinoline-5-carbaldehyde 7016853, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; CHESWORTH, Richard; WO2010/6130; (2010); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

90721-35-0,90721-35-0, 5-Bromoisoquinolin-8-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 8-amino-5-bromoisoquinoline in 48percent HBF4 (3OmL) at 0 0C was slowly added an aqueous (1OmL) solution of NaNO2 (172mg, 2.5mmol). The reaction mixture was stirred at 0 0C for Ih and was then concentrated under reduced pressure to give a dark residue. The dark residue was heated to 150 0C for 16h. The resulting dark oil was cooled to 23 0C, quenched with ammonium hydroxide and extracted with DCM. The organic solution was concentrated and the resulting dark solid was recrystallized from EtOAc/Hexanes. The desired product (lOOmg) was in the mother liquor while the by-product was filtered away as a solid. LCMS showed an m/z of 228.0/226.0 with a retention time of 1.318min, method [I].

The synthetic route of 90721-35-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELAN PHARMACEUTICALS, INC.; SHAM, Hing, L.; KONRADI, Andrei, W.; HOM, Roy, K.; PROBST, Gary, D.; BOWERS, Simeon; TRUONG, Anh; NEITZ, R., Jeffrey; SEALY, Jennifer; TOTH, Gergely; WO2010/91310; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

22246-12-4, 6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 9: Methyl 2-(l,2,3,4-tetrahydro-l-oxoisoquinolin-6-yloxy)-2- methylpropanoate.[0067] Step A: 3,4-dihydro-6-methoxyisoquinolin-l(2H)-one (760 mg, 4.3 mmol) is dissolved in 48% aqueous HBr (5 mL) and heated at 100 0C for 72 h. The mixture is cooled and poured into a saturated solution of NaHCU3 (50 mL) and extracted with ethyl acetate (2 x 20 mL). The organic fractions are combined, washed with brine (20 mL), dried (MgSO4), filtered and evaporated to give crude 3,4-dihydro-6-hydroxyisoquinolin- l(2H)-one 8 (193 mg, 27%), which is used in Step B without further purification.

22246-12-4, As the paragraph descriping shows that 22246-12-4 is playing an increasingly important role.

Reference£º
Patent; IRM LLC; WO2007/89557; (2007); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

486-73-7, Isoquinoline-1-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Benzyl 2-[(3S)-3-amino-4-oxo-2,3,4,5-tetrahydro-5H-1,5-benzoxazepin-5-yl]-ethanoate hydrochloride 1 (1.277 g, 3.52 mmol) and isoquinoline-1-carboxylic acid (670 mg, 3.87 mmol) in 10 ml each of dimethylformamide (DMF) and dichloromethane (CH2Cl2) was added N-hydroxybenzotriazole, (523 mg, 3.87 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) (880 mg, 4.58 mmol) and triethylamine (Et3N) (1.2 ml, 8.8 mmol). The reaction was stirred at room temp. for 18 hrs. then diluted with ethyl acetate and washed with 10% NaHSO4, sat. NaHCO3, H2O, and sat. NaCl. The organic layer was dried over anhydrous Na2SO4, filtered, and evaporated in vacuo to afford a gum that was purified by flash column chromatography eluting with 7/3 (CH2Cl2/EtOAc) to afford 1.56 g (79%) of the title compound., 486-73-7

The synthetic route of 486-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Vertex Pharmaceutical, Inc.; US6350741; (2002); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

58142-97-5,58142-97-5, 1-Chloro-5-nitroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-Chloroisoquinolin-5-amine A mixture of 1-chloro-5-nitroisoquinoline (450 mg, 0.0022 mol), stannous chloride dihydrate (2.4 g, 0.011 mol), and EtOAc (50 mL) was stirred under reflux under an atmosphere of nitrogen for 3 h. After cooling, the mixture was poured into ice-water and basified to pH 10.0 with aq. Na2CO3. The organic phase was separated and the aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated under vacuum. The residue was purified by column chromatography on silica gel to give the product as a light yellow solid. LC-MS: 3.17 min, 179.2 & 181.2 (M+1).

58142-97-5 1-Chloro-5-nitroisoquinoline 459774, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Kelly, Michael G.; Kincaid, John; Duncton, Matthew; Sahasrabudhe, Kiran; Janagani, Satyanarayana; Upasani, Ravindra B.; Wu, Guoxian; Fang, Yunfeng; Wei, Zhi-Liang; US2006/194801; (2006); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

22246-12-4, 6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compound 27-1 (250 mg, 1.41 mmol) was dissolved in DMF (10 mL), and in ice bath, added with NaH (84 mg, 2.11 mmol, 60%), after reacting for 10 min, the mixture was dripped with iodomethane (300 mg, 2.11 mmol) and warmed slowly to room temperature, then further reacted for 2 hours. LCMS monitored the completion of the reaction, the reaction solution was extracted by adding saturated saline solution and ethyl acetate. The organic phase was washed twice by saturated saline solution. The organic phases were combined, dried and concentrated to dryness, to afford the brown liquid product 27-2 (225 mg, 83%)., 22246-12-4

As the paragraph descriping shows that 22246-12-4 is playing an increasingly important role.

Reference£º
Patent; Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd.; ZHU, Jiawang; SONG, Zhiquan; YANG, Long; LI, Rui; ZHANG, Shuai; ZHOU, Lin; ZHAO, Mingliang; TANG, Zujian; ZHONG, Wei; ZENG, Hong; SONG, Hongmei; ZHOU, Xin; TAN, Yuting; HU, Xiao; WANG, Lichun; WANG, Jingyi; (99 pag.)EP3617186; (2020); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem