Analyzing the synthesis route of 1196-38-9

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

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;,
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Analyzing the synthesis route of 1196-38-9

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

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.

Potassium nitrate (3.71 g, 36.7 mmol) was added to concentrated sulfuric acid (27 mL).3,4-Dihydroisoquinoline-1(2H)-one (4.50 g, 30.6 mmol) was added at 0 C for 2 hours.The reaction solution was poured into ice water, suction filtered, and the obtained solid was washed with water and dried.The title compound (4.00 g, yield 68.0%) was obtained.

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; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wang Tingzhong; Chen Bo; Zhu Peng; Liu Bin; (66 pag.)CN110294742; (2019); A;,
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Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 1196-38-9

1196-38-9, As the paragraph descriping shows that 1196-38-9 is playing an increasingly important role.

1196-38-9, 3,4-Dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

c 7-nitro-1,2,3,4-tetrahydroisoquinolin-1-one To a cold solution consisting of potassium nitrate (8.2 g, 81.6 mmol) in sulfuric acid (40 mL) was added 1,2,3,4-tetrahydroisoquinolin-1-one (10 g, 68mmol) dropwise over a period of five minutes. The reaction mixture was stirred overnight at room temperature and then poured into ice. The solution was filtered. After washing with water several times, the solid was dried to yield the title compound (9.85 g, 76%).

1196-38-9, As the paragraph descriping shows that 1196-38-9 is playing an increasingly important role.

Reference£º
Patent; Smithkline Beecham Corporation; US5602145; (1997); A;,
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Simple exploration of 1196-38-9

1196-38-9 3,4-Dihydroisoquinolin-1(2H)-one 150896, aisoquinoline compound, is more and more widely used in various.

1196-38-9, 3,4-Dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

NO3 (348mg, 3.7414mmol) was added to a solution of 3,4-dihydro-2H- isoquinolin-l-one (I-23b: 500mg, 3.4013mmol) in concentrated H2S04 (10.2mL) at 0C and the resulting mixture was stirred at room temperature for 3 hours. The reaction was monitored by TLC (80% ethylacetate in hexane). The reaction mixture was quenched in chilled water and extracted with ethylacetate. The organic layer was washed with brine solution, dried over Na2S04 and concentrated. The concentrate was crystallized from diethyl ether to afford 400mg of the product (61.2% yield).1H NMR (DMSO-D6, 300 MHz): delta 8.60-8.48 (m, IH), 8.40-8.24 (m, 2H), 7.63 (d, IH), 3.52-3.40 (m, 2H), 3.05 (t, 2H), 1196-38-9

1196-38-9 3,4-Dihydroisoquinolin-1(2H)-one 150896, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; NOVARTIS AG; BOCK, Mark G.; GAUL, Christoph; GUMMADI, Venkateshwar Rao; MOEBITZ, Henrik; SENGUPTA, Saumitra; WO2012/35078; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 1196-38-9

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

1196-38-9, 3,4-Dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4B (1. Ig, 7.48mmol) was added portionwise to a mixture of sulfuric acid (1 mL) and fuming nitric acid (5 mL) at 0 0C with stirring. The reaction was allowed to warm to ambient temperature and stirred for 2.5 h before pouring onto ice. The precipitate collected by filtration and dried in vacuo to yield 770 mg of 4C (770 mg, 55% yield) as white solid. 1H NMR (400 MHz, CD3OD) delta ppm 2.81 (t, J=6.59 Hz, 2 H) 3.42 (t J=6.52 Hz, 2 H) 6.84 (dd, J=8.13, 2.42 Hz, 1 H) 7.02 (d, J=7.91 Hz, 1 H) 7.26 (d, J=2.64 Hz, 1 H).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79759; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 1196-38-9

1196-38-9 3,4-Dihydroisoquinolin-1(2H)-one 150896, aisoquinoline compound, is more and more widely used in various.

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.

3,4-Dihydroisoquinolin-1(2H)-one (190 mg, 1.28 mmol, 1.0 equiv) was dissolved in dry THF (15 mL) and POCl3 (0.15 mL, 1.54 mmol, 1.2 equiv) added at 60 ¡ãC. The mixture was stirred under Ar atmosphere for 40 min. Methyl 2-aminobenzoate (340 mg, 2.25 mmol, 1.8 equiv) was dissolved in dry THF (3 mL) and added dropwise to the reaction mixture over 5 min. The temperature was increased to 75 ¡ãC and the solution stirred for 113 h. The solution was cooled to rt and 25percent NH3 solution (6 mL) was added until the aqueous phase reached pH=9. The yellow mixture was stirred vigorously for 30 min. The mixture was extracted with CH2Cl2 (4*50 mL), washed with brine and the combined organic layers were dried over Na2SO4. Evaporation of solvent yielded 0.38 g of crude product. Parts of the crude product (220 mg) were purified by column chromatography (SiO2, 30*2 cm, petrolether/ethyl acetate 2:1, F 8-15) to yield off-white crystals (84.7 mg, 0.302 mmol, 24percent). Rf=0.50 (SiO2, petrolether/ethyl acetate 2:1). Mp=158.0-158.7 ¡ãC. 1H NMR (400 MHz, CDCl3, 300 K): delta=8.56-8.41 (m, 1H, Ar-HD-ring), 8.42-8.24 (m, 1H, Ar-HA-ring), 7.86-7.63 (m, 2H, Ar-HA-ring), 7.54-7.41 (m, 3H, Ar-HD-ring (2H) and Ar-HA-ring (1H)), 7.33-7.25 (m, 1H, Ar-HD-ring), 4.47-4.37 (m, 2H, NCH2CH2), 3.11 (t, J=6.4 Hz, 2H, NCH2CH2) ppm. 13C{1H} NMR (101 MHz, CDCl3, 300 K): delta=161.85 (s, C=O), 149.51 (s, Cquart.), 147.97 (s, C=N), 137.19 (s, Cquart.), 134.35 (Ar-CA-ring), 131.84 (Ar-CA-ring), 129.74 (s, Cquart.), 128.18 (Ar-CD-ring), 127.77 (2 Ar-CA-ring), 127.64 (Ar-CD-ring), 127.01 (Ar-CD-ring), 126.66 (Ar-CD-ring), 120.91 (s, Cquart.), 39.76 (s, NCH2CH2), 27.63 (s, NCH2CH2) ppm. IR: nu=3070w, 3031w, 2928w, 2901w, 2850w, 2359w, 2120w, 1921w, 1668s, 1608m, 1589s, 1557s, 1470s, 1457s, 1395s, 1334s, 1308m, 1265m, 1253m, 1173m, 1149s, 1108m, 1065w, 1030w, 1013w, 980m, 958w, 947m, 905m, 876m, 840m, 795w, 760s, 737s, 705s, 691s, 669m cm-1. HPLC: Synergi 4U fusion-RP (15*0.46 cm), water/methanol (30-95percent), 1.00 mL/min, 20 ¡ãC, tR=9.917 min, purity>99.99percent. Mass: calcd for [M+H]+ (C16H13N2O) requires m/z: 249.10; found: 249.05. Spectral data is in accordance with literature data. 24

1196-38-9 3,4-Dihydroisoquinolin-1(2H)-one 150896, aisoquinoline compound, is more and more widely used in various.

Reference£º
Article; Wehle, Sarah; Espargaro, Alba; Sabate, Raimon; Decker, Michael; Tetrahedron; vol. 72; 20; (2016); p. 2535 – 2543;,
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Isoquinoline | C9H7N – PubChem