Category: isoquinoline

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (7) A 7.6 g (29 mmol) sample of 4′-trifluoromethyl-biphenyl-2-carboxylic acid, 7.1 g (29 mmol) of 6-amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester, 100 mg of DMAP and 6.1 g (32 mmol) of EDCl were reacted in 130 mL of methylene chloride for 12 hrs. The reaction mixture was extracted with 2*150 mL 1N HCl, 2*150 mL 1N NaOH, 150 mL water, brine and then concentrated to yield 14 g of a beige foam. MS (Cl): 519 (M+Na+) 1 H NMR (250 MHz, CDCl3) delta4.49 (s, 2H); 3.60 (t, 2H); 2.77 (t, 2H).

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc; US6121283; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

EXAMPLE 181A N-3-isoquinolinylacetamide 3-Aminoisoquinoline (495 mg, 3.44 mmol) was stirred in Ac2O (9 mL) at 60¡ã for 16 hours. The mixture was cooled to room temperature and concentrated in vacuo to provide the title compound which was used in the next step without further purification.

25475-67-6, 25475-67-6 Isoquinolin-3-amine 311869, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico, Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt, Robert G.; Turner, Sean C.; Jinkerson, Tammie K.; Zheng, Guo Zhu; US2005/113576; (2005); A1;,
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Isoquinoline | C9H7N – PubChem

23707-37-1, Isoquinolin-7-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7-Aminoisoquinoline (4.81 g, 33.4 mmol) (J. Chem. Soc. 1951, 2851) was dissolved in 100 mL of dichloromethane under a nitrogen atmosphere. Triethylamine (5.60 mL, 40.2 mmol, 1.2 eq.) was added to the isoquinoline solution. Ethyl oxalylchloride (4.10 mL, 36.7 mmol, 1.1 eq.) was added dropwise over 30 minutes and the reaction was stirred for 60 min. at ambient temperature. The solution was diluted with 100 mL of dichloromethane, washed with water (2¡Á50 mL) and brine (1¡Á50 mL), filtered through phase separatory paper, and evaporated to give a pale yellow solid. This solid was dissolved in 50 mL of dichloromethane and hexanes (100 mL) was added. The resulting precipitate was isolated by filtration and dried under vacuum to give [(isoquinol-7′-yl)amino]-oxoacetic acid, ethyl ester as an off-white solid (7.60 g, 93% yield). 1H NMR (CDCl3) delta1.47 (t, 3H, J=7.1 Hz, OCH2CH3), 4.47 (q, 2H, J=7.2 Hz, OCH2CH3), 7.63 (d, 1H, J=5.5 Hz, aromatic H), 7.78 (dd, 1H, J=8.9 Hz, J=2.0 Hz, aromatic H), 7.86 (d, 1H, J=8.8 Hz, aromatic H), 8.50 (d, 1H, J=19 Hz, aromatic H), 8.52 (d, 1H, J=5.8 Hz, aromatic H), 9.13 (bs, 1H, NH), 9.27 (s, 1H, aromatic H). C13H12N2O3 244.25, 23707-37-1

As the paragraph descriping shows that 23707-37-1 is playing an increasingly important role.

Reference£º
Patent; DuPont Pharmaceuticals Company; US6339099; (2002); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

925672-85-1, 1,6-Dibromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,925672-85-1

6-Bromoisoquinolin-3-amine: A mixture of 1,6-dibromoisoquinolin-3- amine (13.5 g, 45 mmol), ammonium formate (10.8 g, 172 mmol) and tetrakis(triphenylphosphine)palladium (0) (3.45 g, 3.0 mmol) in 50 mL of DMF was sealed in a 350 mL screw-cap flask and heated at 50 C for 48 h. To the reaction was added tetrakis(triphenylphosphine)palladium (0) (950 mg) and ammonium formate (3.0 g) and the mixture was heated at 50 C for 48 h. The mixture was cooled to room temperature and the solid was filtered, washed with a minimal amount of DMF, washed with Et2theta and dried in vacuo at 50 C to give the product as a yellow amorphous solid (10.4 g, 90 %) LCMS (API-ES) m/z: 222.9, 224.9 [M+ 1]. 1H NMR (300 MHz, DMSO- d6) delta ppm 8.81 (s, 1 H), 7.80 (d, J=I .6 Hz, 1 H), 7.73 (d, J=8.8 Hz, 1 H), 7.22 (dd, J=8.6, 1.9 Hz, 1 H), 6.55 (s, 1 H), 6.12 (s, 2 H).

The synthetic route of 925672-85-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; WO2009/11871; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13130-79-5,1-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

To a solution of 1-bromoisoquinolin-3-amine (200 mg, 0.897 mmol, Maybridge Chemical Co., Altrincham, UK) in tetrahydrofuran (5 mL) at rt was added sodium bis(trimethylsilyl)amide (1M solution in tetrahydrofuran, 1.79 mL, 1.79 mmol). The mixture was stirred for 10 min before a solution of Boc-anhydride (0.208 mL, 0.897 mmol) in THF (1 mL) was added. The reaction mixture was stirred for 5 min before being diluted with sat. aq. NH4Cl (50 mL) and EtOAc (50 mL). The organic layer was separated, dried over Na2SO4, filtered, and concentrated. Purification by silica gel column chromatography eluting with 0-20% EtOAc in heptane afforded tert-butyl (1-bromoisoquinolin-3-yl)carbamate. m/z (ESI, +ve) 345.0 (M+Na)+.

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

Reference£º
Patent; Amgen Inc.; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; KOPECKY, David John; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; BOOKER, Shon; NISHIMURA, Nobuko; SHIN, Youngsook; TAMAYO, Nuria A.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; (266 pag.)US2018/334454; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

201150-73-4, tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 251; tert-butyl 5-{[3-(aminocarbonyl)-6,7-diethoxyquinolin-4-yl]amino}-3, 4- dihydroisoquinoline-2 ( H)-carboxylate ; A mixture of 4-chloro-6, 7-diethoxyquinoline-3-carboxamide (178 mg, 0.61 mmole, prepared according to WO 02/092571), tert-butyl 5-amino-3,4-dihydroisoquinoline-2 (1H)- carboxylate (198 mg, 0.80 mmole), acetic acid (7 Ill) in NMP (3 ml) was heated over night at 110 C. The reaction mixture was cooled, partitioned between ethyl acetate and sodium hydrogen carbonate solution. The organic layer was washed with water, dried over sodium sulfate and concentrated in vacuum. The residue was purified by flash chromatography eluting with dichloromethane/methanol (10: 0.5) to give the title compound as a light brown powder (214 mg, 69 %). 1H NMR (399.99 MHz, DMSO-d6) 8 10.63 (1H, s), 8.84 (1H, s), 8.24 (1H, br s), 7.58 (1H, br s), 7.22 (1H, s), 7.06 (1H, t), 6.95 (1H, d), 6.65 (2H, s), 6.61 (2H, d), 4.53 (2H, s), 4.15 (2H, q), 3.59 (2H, t), 3.49 (2H, d), 2.70 (2H, t), 1.39 (9H, s), 1.36 (3H, t), 1.06 (3H, t). APCI-LC/MS m/z: 507.2 [MH+], 201150-73-4

As the paragraph descriping shows that 201150-73-4 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2005/75429; (2005); A1;,
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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

A 5 mL microwave reaction vial was charged with methyl 2-(4-ethynylphenoxy)acetate, 1-(azidomethyl)-4-chlorobenzene, t-BuOH, copper turnings and copper sulfate. The reaction was heated under microwave conditions at 125¡ã C. for 25 minutes. The reaction was cooled to room temperature and poured into water. The reaction was extracted with CH2Cl2. The combined organic layers were washed with water, dried (Na2SO4), filtered and concentrated. Flash chromatography (SiO2, Hexanes/EtOAc) gave 2-(4-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)phenoxy)-N-(isoquinolin-6-yl)-acetamide (E148).

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AERIE PHARMACEUTICALS, INC.; US2008/167340; (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.201150-73-4,tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

Example 34 Synthesis of 2-(5-(6-(2-chlorophenyl)-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]-pyrimidin-2-ylamino)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-3-cyclopropylacrylonitrile Step 1. A solution of 6-(2-chlorophenyl)-8-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one (0.2 g) and tert-butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.2 g) in DCM (5 mL) was concentrated to remove DCM. The resulted mixture was then stirred at 140 C. for 0.5 h. LCMS showed completion of reaction and the mixture was purified by preparative TLC to afford tert-butyl 5-(6-(2-chlorophenyl)-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (150 mg, 48% in yield)., 201150-73-4

201150-73-4 tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 17750539, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Taunton, JR., John William; Brameld, Kenneth Albert; Goldstein, David Michael; Mcfarland, Jesse; Krishnan, Shyam; Choy, Jonathan; US2014/323464; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

27655-40-9, Isoquinoline-5-sulfonic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add 8L of thionyl chloride to the dry 20L glass reactor, add 2kg of 5-isoquinoline sulfonic acid, add 200ml of N,N-dimethylformamide (DMF) with stirring, and control the temperature of the reaction solution at 50 Below C, after the addition was completed, the temperature was raised to reflux and refluxed for 2 hours. Concentrated to dryness to give a white solid.Filtration gave a white solid which was re-slued twice and filtered to give a white-white 5-isoquinoline sulfonyl chloride hydrochloride solid.Into a 50 L glass reactor, 12 L of dichloromethane was added, and then 5-isoquinolinesulfonyl chloride hydrochloride was added to the front, and the temperature was lowered to -5 to 5 C, and a saturated aqueous solution of sodium hydrogencarbonate was added thereto with stirring to adjust the pH to 5 to. 6. Control the temperature of the reaction solution at -5 to 5 C, separate the dichloromethane phase, and extract the aqueous solution twice with dichloromethane (dichloromethane 4 L ¡Á 2), and combine the dichloromethane phase with anhydrous magnesium sulfate 0.5. ~ 1 kg of dry, filtered to give a pale yellow 5-isoquinoline sulfonyl chloride clear solution, to be used., 27655-40-9

The synthetic route of 27655-40-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Xuzhou Wan Bang Jinqiao Pharmaceutical Co., Ltd.; Jiangsu Wanbang Biochemical Pharmaceutical Group Co., Ltd.; Zhang Haifeng; Qiao Deshui; Gao Xueqin; (8 pag.)CN109970712; (2019); A;,
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.

tert-butyl 3-(hydroxymethyl)-2-azabicyclo[3.1.1]heptane-2-carboxylate (p14, 100 mg, 0.44 mmol) was dissolved in THF (7 mL). PP (174 mg, 0.66 mmol) was added, followed by 3-hydroxyisoquinoline (96 mg, 0.66 mmol). The mixture was stirred at RT for 15′, then cooled to 0 C. Di-tert-butyl azodicarboxylate (152 mg, 0.66 mmol) was added portionwise and, after 10′, the ice bath was removed, allowing the mixture to stir at RT for 1 .5h. The mixture was concentrated under vacuum to obtain a crude that was combined with crude from a similar preparation. Combined crude material was purified by FC on silica gel (eluent from Cy to EtOAc 20%) to afford tert-butyl 3-[(isoquinolin-3- yloxy)methyl]-2-azabicyclo[3.1.1 ]heptane-2-carboxylate (p16, 72 mg, 30% recovery on combined batches) as colourless oil. MS (mlz): 355.3 [MH]+., 7651-81-2

Big data shows that 7651-81-2 is playing an increasingly important role.

Reference£º
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem