Category: 66491-03-0

66491-03-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66491-03-0,7-Amino-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

(a) 7-Bromo-3,4-dihydro-1 (2H)-isoquinolinone; To a solution of 7-amino-3,4-dihydro-1 (2/-/)-isoquinolinone, (for a synthesis see Girard, Yves; Atkinson, Joseph G.; Belanger, Patrice C; Fuentes, Jose J.; Rokach, Joshua; Rooney, C. Stanley; Remy, David C; Hunt, Cecilia A J.Org.Chem. (1983), 48(19), 3220) (0.773 g, 4.772 mmol) in acetonitrile (10ml) at O0C was added 48% aqueous hydrobromic acid (10 ml, precooled to O0C). The mixture was stirred at O0C for 0.5h before addition of a solution of sodium nitrite (0.379g, 5.49 mmol) in water (2ml) over 0.4h. The reaction was then stirred at O0C for 0.5h and then copper(l) bromide (0.822g, 5.726 mmol) was added portionwise over 10 min. The reaction mixture was then warmed to room temperature, stirred at room temperature for 0.5h and then at 7O0C for 1 h. The reaction mixture was then cooled to O0C, water (60ml) was added and the mixture stirred at O0C for 1 h before filtering and drying in vacuo. The residue was dissolved in 10% methanol/dichloromethane, dried with magnesium sulphate and evaporated to give the desired product (0.679g, 63%). MS (+ve ion electrospray) m/z 227 (MH+).

The synthetic route of 66491-03-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/115947; (2007); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

66491-03-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66491-03-0,7-Amino-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 2) l-MethyI-lH-pyrazoIe-3-sulfonic acid (4-chloro-benzyl)-(2-ethyl-l- oxo-1 ,2,3,4-tetrahydro-isoquinolin-7-yl)-amide (METHOD B)i) 7-Benzylamino-3,4-dihydro-2H-isoquinolin-l-one Sodium triacetoxyborohydride (1.29 g, 6.16 mmol) was added to a stirred solution of 7-amino-3,4-dihydro-2H-isoquinolin-l-one (500 mg, 3.08 mmol), 4- chlorobenzaldehyde (431 mg, 3.0S mmol) and acetic acid (183 mul, 3.08 mmol) in anhydrous dichloromethane (25 ml) at room temperature. The reaction was stirred overnight and quenched with the addition of water. The organic phase was separated, washed with brine, then dried (MgSO4) and evaporated in vacuo. The resulting residue was purified by flash column chromatography (50% ethyl acetate in dichloromethane) to yield the title compound as a pale yellow solid (287 mg, 16%). HPLC retention time 4.09min. Mass spectrum (ES+) m/z 287 (M+H).

The synthetic route of 66491-03-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; XENTION LIMITED; HAMLYN, Richard, John; MADGE, David; MULLA, Mushtaq; WO2010/139953; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

66491-03-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66491-03-0,7-Amino-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 4: (/?)-4-Methyl-2-(l-oxo-l,2,3,4-tetrahydro-isoquinolin-7-ylamino)-7- (propane-2-sulfonyl)-4,ll-diaza-tricyclo[14.2.2.1^’1″]henicosa- l(19),6,8,10(21),16(20),17-hexaene-3,12-dione trifluoroacetic acid salt; Intermediate 1 (128 mg, 0.789 mmol),3G (400 mg, 0.751 mmol), and glyoxylic acid monohydrate (69.2 mg, 0.751 mmol) were dissolved in acetonitrile (2.25 mL) and DMF (1.75 mL) to give a yellow solution. The mixture was irradiated in a microwave reactor at 100 0C for 10 min, then was concentrated. The crude product was purified by flash chromatography (1 to 20% MeOH/CH2Cl2 gradient) to afford 380 mg (71.6 %) of 4A as a yellow glass. (ESI) m/z 707 ‘.2 (M+H)+.

66491-03-0 7-Amino-3,4-dihydroisoquinolin-1(2H)-one 13152844, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79836; (2008); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

66491-03-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66491-03-0,7-Amino-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

7-(Piperazin-1-yl)-3,4-dihydro-1(1H)-isoquinolinone (1-2) A solution of 7-amino-3,4-dihydro-1(1H)-isoquinolone (1-1)(Girard et al, J. Org. Chem., 1983, vol. 48, p. 3220; 5.0 g, 30.8 mmol) and bis(2-chloroethyl)amine hydrochloride (6.3 g, 33.9 mmol) in n-butanol (250 mL) was stirred at 110 C. for 3 days. The precipitate was removed by filtration to provide the starting amine as the HCl salt (3.6 g). Evaporation of the n-butanol under reduced pressure afforded a dark oil which was purified by column chromatography (silica gel; EtOH/H2 O/NH4 OH 10:0.5:0.5) to give 1-2. 1 H NMR (CD3 OD); delta2.86 (2H, t), 3.10 (4H, m), 3.22 (4H, m), 3.44 (2H, t), 7.18 (2H, m), 7.55 (1H, m).

As the paragraph descriping shows that 66491-03-0 is playing an increasingly important role.

Reference£º
Patent; Merck & Co., Inc.; US5665723; (1997); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem