Category: 877861-62-6

Name is Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 877861-62-6, its synthesis route is as follows.,877861-62-6

A mixture of 4-chloro-6,7-dimethoxyquinazoline (0.50 g, 0.0022 mol),6-methoxycarbonyl-l,2,3,4-tetrahydroisoquinoline hydrochloride (0.660 g, 2.90 mmol), potassium carbonate (0.923 g, 6.68 mmol) and N,N-dimethylacetamide (15 mL) was heated at 120 0C for 2 hours. The solvent was then evaporated, and the residue was diluted with ethyl acetate (100 mL) and washed with sodium bicarbonate (2 x 50 mL). The organics were separated and concentrated and the residue was purified by column chromatography (using 3% methanol in ethyl acetate/hexane 1 :1, ammonia 0.03%) to afford 675 mg (80 %) of methyl 2-(6,7-dimethoxyquinazolin-4-y I)- 1,2,3,4 tetrahydroisoquinoline-6-carboxylate as a pale yellow solid.

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; AMGEN, INC.; WO2007/22280; (2007); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

877861-62-6, Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,877861-62-6

: To a mixture of 6-methoxycarbonyl-l,2,3,4-tetrahydroisoquinoline hydrochloride (50 mg, 0.22 mmol) and N^V-dimethylaminopyridine (1 10 mg, 0.9 mmol) in DMF (3.2 mL) was added n- butanesulfonyl chloride (34.4 mg, 0.22 mmol). The reaction was allowed to stir at room temperature overnight. The solvent was removed in vacuo and the residue obtained was partitioned between DCE (3 x 5 mL) and saturated aqueous sodium bicarbonate (5 mL). The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated to yield a white solid. LCMS (FA) ES+ 405.

877861-62-6 Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride 42614607, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BLACKBURN, Christopher; CIAVARRI, Jeffrey; GIGSTAD, Kenneth; XU, He; WO2010/151318; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, cas is 877861-62-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

877861-62-6, To a solution of 6-methoxycarbonyl-l ,2,3,4-tetrahydroisoquinoline hydrochloride (34.2 mg, 0.15 mmol) and triethylamine (83.6 muL, 0.6 mmol) in N,N-dimethylformamide (1 mL, 13 mmol) and water (25 muL, 1.39 mmol) was added benzyl bromide (16 muL, 0.135 mmol). The reaction was allowed to stir overnight at room temperature. The solvent was removed in vacuo and the residue obtained was partitioned between DCE (3 x 5 mL) and saturated aqueous sodium bicarbonate (5 mL). The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated. LCMS confirmed formation of intermediate [(FA) ES+282].

As the rapid development of chemical substances, we look forward to future research findings about 877861-62-6

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BLACKBURN, Christopher; CIAVARRI, Jeffrey; GIGSTAD, Kenneth; XU, He; WO2010/151318; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, and cas is 877861-62-6, its synthesis route is as follows.,877861-62-6

Intermediate 67; Methyl 2-(phenylmethyl)-1,2,3.4-tetrahvdro-6-isoquinolinecarboxylate; To a solution of methyl 1 ,2,3,4-tetrahydro-6-isoquinolinecarboxylate hydrochloride (230 mg, 1.01 mmol) in ethanol (10 ml) was added triethylamine (380 mul, 2.02 mmol) and (bromomethyl)benzene (120 mul, 1.01 mmol). The reaction mixture was stirred at room temperature overnight. The mixture was concentrated and the residue was diluted with a saturated solution of NaHCO3 and dichloromethane. The organic phase was extracted, dried over Na2SO4, filtered and concentrated to give the title compound as yellow oil (260 mg, 86%). LC/MS : m/z 282 (M+H)+, Rt: 3.47.

With the complex challenges of chemical substances, we look forward to future research findings about 877861-62-6,belong tetrahydroisoquinoline compound

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/47240; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride,cas is 877861-62-6, mainly used in chemical industry, its synthesis route is as follows.

877861-62-6, Ester 6-17 (250 mg, 1.10 mmol) is combined with N,N-diisopropylethylamine (DIEA) (421 mu, 2.41 mmol) in DCM (10.0 mL) at room temperature, then treated with acetyl chloride (AcCl) (85.9 mu, 1.21 mmol). The resulting mixture is stirred for 1 h, then partitioned between H20 and EtOAc and the phases are separated. The organic phase is washed with IN HCl, saturated aqueous NaHC03, and brine, then dried over Na2S04, filtered, and concentrated to afford 6-18 (258 mg).

As the rapid development of chemical substances, we look forward to future research findings about 877861-62-6

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRENNEMAN, Jehrod Burnett; HUBER, John D.; RAUDENBUSH, Brian Christopher; SARKO, Christopher Ronald; WO2012/122340; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

877861-62-6, Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,877861-62-6

Example 2methyl 2-(4-bromobenzyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylate Intermediate-2; To a solution of methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride (500.0 mg, 2.00 mmol) in DMF (17.0 mL) was added 4-bromobenzylbromide (604 mg, 2.42 mmol) and K2CO3 (910 mg, 6.59 mmol). The resulting mixture was stirred overnight at rt. EtOAc and water were added, and the phases were separated. The organic phase was dried over Na2SO4, filtered and concentrated. The resulting residue was purified by column chromatography (SiO2, 0-40% EtOAc in hexane) to give methyl 2-(4-bromobenzyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylate (753 mg, 100%). LC-MS: (FA) ES+ 361; 1H NMR (300 MHz, CDCl3) delta 7.86-7.70 (m, 2H), 7.46 (dd, J=8.7, 2.1 Hz, 2H), 7.36-7.21 (m, 2H), 7.04 (d, J=8.0 Hz, 1H), 3.89 (d, J=3.8 Hz, 3H), 3.64 (s, 4H), 2.93 (t, J=5.8 Hz, 2H), 2.83-2.64 (m, 2H).

The synthetic route of 877861-62-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2012/165316; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

877861-62-6,Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, cas is 877861-62-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

Step B: 3,4-Dihydro-1 H-isoquinoline-2,6-dicarboxylic acid 2-tert-butyl ester 6-methyl ester. To a solution of 6-methoxycarbonyl-1 ,2,3,4-tetrahydroisoquinoline hydrochloride (5.00 g, 22.0 mmol) in MeOH (220 ml_) was added di-tert-butyl dicarbonate (7.20 g, 33.0 mmol) and triethylamine (TEA; 9.20 ml_, 66.0 mmol). After 24 h, the mixture was concentrated to provide a yellow oil. This oil was dissolved in ethyl acetate (EtOAc; 200 ml_) and washed with 0.25 M HCI (200 ml_). The aqueous layer was extracted with EtOAc. The combined organic layers were dried and concentrated to provide 6.84 g (100%) of the title compound as a colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/109336; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, cas is 877861-62-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

877861-62-6, A mixture of ammonium thiocyanate (0.105 g, 1.384 mmol), 6-methoxycarbonyl- 1,2,3,4-tetrahydroisoquinoline hydrochloride (0.3 g, 1.3176 mmol) and THF (2 mL) was heated in a CEM microwave reactor for 1 h at 100 0C. Upon cooling to room temperature, the reaction mixture was diluted with EtOAc, and washed with H2O, 1 N HCl, saturated aqueous NaHCO3 and brine respectively, dried over anhydrous MgSO4, and concentrated under reduced pressure to afford methyl 2- (aminocarbonothioyl)-l,2,3,4-tetrahydroisoquinoline-6-carboxylate (0.33 g, 47%) as a white solid. LCMS: (FA) ES+ 251.

As the rapid development of chemical substances, we look forward to future research findings about 877861-62-6

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BLACKBURN, Christopher; CIAVARRI, Jeffrey; GIGSTAD, Kenneth; XU, He; WO2010/151318; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO325,mainly used in chemical industry, its synthesis route is as follows.,877861-62-6

: To a mixture of 6-methoxycarbonyl-l,2,3,4-tetrahydroisoquinoline hydrochloride (50 mg, 0.22 mmol) and N^V-dimethylaminopyridine (1 10 mg, 0.9 mmol) in DMF (3.2 mL) was added n- butanesulfonyl chloride (34.4 mg, 0.22 mmol). The reaction was allowed to stir at room temperature overnight. The solvent was removed in vacuo and the residue obtained was partitioned between DCE (3 x 5 mL) and saturated aqueous sodium bicarbonate (5 mL). The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated to yield a white solid. LCMS (FA) ES+ 405.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride,belong tetrahydroisoquinoline compound

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BLACKBURN, Christopher; CIAVARRI, Jeffrey; GIGSTAD, Kenneth; XU, He; WO2010/151318; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.877861-62-6,Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.,877861-62-6

Example 1methyl 2-{[1-(tert-butoxycarbonyl)-4-methylpiperidin-4-yl]carbonyl}-1,2,3,4-tetrahydroisoquinoline-6-carboxylate Intermediate 1; A solution of 1-(tert-butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (0.830 g, 3.41 mmol) and triethylamine (0.792 mL, 5.68 mmol) in DMF (11.0 mL) was treated with TFFH (1.13 g, 4.26 mmol). The resulting mixture was stirred at rt for 30 min and then methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride (0.647 g, 2.84 mmol) and triethylamine (0.792 mL, 5.68 mmol) were added. The reaction mixture was stirred at rt for 2 days and then extracted with EtOAc three times. The combined organic phases were washed with water and brine, dried over Na2SO4, filtered and concentrated. Purification of the resulting residue by column chromatography (SiO2, 0-100% EtOAc in hexane) provided methyl 2-{[1-(tert-butoxycarbonyl)-4-methylpiperidin-4-yl]carbonyl}-1,2,3,4-tetrahydroisoquinoline-6-carboxylate (0.959 g, 82%). LC-MS: (FA) ES+ 439 (M+Na); 1H NMR (400 MHz, CDCl3) delta 7.85 (dd, J=10.1, 2.2 Hz, 2H), 7.19 (d, J=8.0 Hz, 1H), 4.79 (s, 2H), 3.95-3.77 (m, 5H), 3.67 (d, J=38.1 Hz, 2H), 3.21 (s, 2H), 2.92 (t, J=5.7 Hz, 2H), 2.24-2.10 (m, 2H), 1.61 (d, J=10.8 Hz, 1H), 1.44 (d, J=5.0 Hz, 10H), 1.33 (d, J=3.6 Hz, 3H).

877861-62-6 Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride 42614607, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2012/165316; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem