Category: 220641-87-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

[00269] Step 1: Synthesis of (2,6-dichloro-pyrimidin-4-yl)-methyl-(tetrahydro-pyran- 4-yl)-amine. To a solution of 2,4,6-trichloro-pyrimidine (9.2 g, 50 mmol) and triethylamine (10.1 g, 100 mmol) in EtOH (100 mL) was added N-methyltetrahydro-2H-pyran-4-amine (5.17 g, 45 mmol) dropwise at -40oC. The mixture was warmed up to room temperature then stirred for 14h., quenched with H2O (25 mL), concentrated and the residue was extracted with EtOAc (100 mL x 3). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by chromatographic column on silica gel (petroleum ether /EtOAc = 30/1 to 2/1) to give (2,6-dichloro-pyrimidin-4-yl)-methyl-(tetrahydro- pyran- 4-yl)amine as white solid (7.8 g, 60 % yield). ESI-LCMS (m/z): 263.14 [M+1]+;, 220641-87-2

As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEI, Oscar, Miguel; SHAPIRO, Gideon; JIN, Lei; BABINE, Robert, E.; (495 pag.)WO2016/44641; (2016); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

To a solution of 2-bromo-4-isopropyl-thiazole-5-carboxylic acid ethyl ester (0.50 g, 1.80 mmol) in 1-methyl-2-pyrrolidone (10 ml) are added potassium carbonate (0.37 g, 2.70 mmol) and N-methyltetrahydro-2H-pyran-4-amine (0.62 g, 5.40 mmol) at RT and the reaction mixture is heated at 150C for 16 h. After completion of the reaction, the mixture is diluted with methyl tert-butyl ether (20 ml) and washed with water (3 x 20 ml) and brine (3 x 20 ml). The organic layer is dried over anhydrous sodium sulfate and evaporated to get the crude product, which is purified by column chromatography (silica gel,10% EtOAc/hexane) to yield 4-isopropyl-2-(methyl-tetrahydro-pyran-4-yl-amino)-thiazole-5-carboxylic acidethyl ester (0.56 g, 1.92 mmol, 99%)., 220641-87-2

The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GRUeNENTHAL GMBH; LUCAS, Simon; KUHNERT, Sven; BAHRENBERG, Gregor; SCHROeDER, Wolfgang; WO2014/82739; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

A mixture of 63 mg (0.15 mmol) E-4, 17 mg (0.15 mmol) methyl-(tetrahydro-pyran-4-yl)- amine, 500 muL NMP and 1 mL dioxane is stirred at 90C for 1 h. The reaction mixture is purified with RP chromatography (CI 8, 10-80%) acetonitrile in water containing 0.1 %> formic acid). Yield: 12 mg (16%). HPLC-MS: M+H = 514; tR = 0 min., 220641-87-2

The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

Synthesis of Example 258 2-Ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-6-(methyl-tetrahydro-pyran-4-yl-amino)-pyridine-3-carboxylic acid amide A solution of 338 mg (1.0 mmol) 6-chloro-2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-pyridine-3-carboxylic acid amide (synthesis is described in section b) of example 2), 172 mg (1.5 mmol) N-methyl-tetrahydro-2H-pyran-4-amine and 509 mul (3.0 mmol) DIPEA in NMP (1 ml) was heated in the microwave at 180 C. for 2 h. Subsequently the RM was diluted with a 2M aq. NaOH sol, water and EtOAc and the layers were separated. The organic layer was washed with water and brine, dried over MgSO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 13:7) provided 77 mg (0.18 mmol, 18%) 2-Ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-6-(methyl-tetrahydro-pyran-4-yl-amino)-pyridine-3-carboxylic acid amide (example 258). [M+H]+ 418.2

220641-87-2, 220641-87-2 N-Methyltetrahydro-2H-pyran-4-amine 6991950, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Grunenthal GmbH; US2012/101079; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

220641-87-2, HATU (1.391 g, 3.66 mmol) and DIPEA (1.72 mL, 9.85 mmol) were added to a stirred suspension of 5-bromo-2-methoxybenzoic acid (0.752 g, 3.25 mmol) in THF (10 mL) and stirred for 20 min. N-Methyltetrahydro-2H-pyran-4-amine (0.382 g, 3.32 mmol) was added and the reaction mixture left to stir for 18 h. The solvent was removed in vacuo. The reaction mixture was partitioned between DCM (50 mL) and water (50 mL), the aqueous phase was extracted further with DCM (2 x 20 mL) and the organic phase was filtered through a hydrophobic frit and the solvent removed in vacuo. The residue was dissolved in the minimum amount of DCM and purified by silica gel chromatography (120 g) eluting with 0 – 100% ethyl acetate: ethanol (3:1, v/v) in cyclohexane to give the title compound. LCMS (method F): rt = 0.89, [M+H]+ = 328.

As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BARTON, Nicholas Paul; BERTRAND, Sophie Marie; DOWN, Kenneth; GRAY, Matthew; (168 pag.)WO2019/141694; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00305] Step 2: Synthesis of (2,6-dichloro-pyrimidin-4-yl)-methyl-(tetrahydro-pyran- 4-yl)-amine. To a solution of tert-butyl 2-(tert-butyldimethylsilyloxy)-3-(3-(4,6-dichloro- pyrimidin-2-yl)phenoxy)propyl(methyl)carbamate (5.4 g, 10 mmol) and triethylamine (2.0 g, 20 mmol) in DMF (25 mL) was added N-methyltetrahydro-2H-pyran-4-amine (or any other substituted or unsubstituted amine, 15 mmol) and the mixture was stirred at 100oC for 14 h. After cooling down to room temperature, the mixture was diluted with EtOAc (50 mL) and washed with H2O (20 mL x 2), saturated NH4Cl aqueous solution (20 mL x 2) and brine (20 mL). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by chromatographic column on silicagel (petroleum ether/EtOAc = 10/1 to 3/1) to give [2-(tert-butyl-dimethyl-silanyloxy)-3-(3-{4-chloro-6-[methyl-(tetrahydro-pyran-4-yl)- amino]pyrimidin-2-yl}phenoxy)propyl]methyl-carbamic acid tert-butyl ester as a white solid(5.3 g, 85% yield). ESI-LCMS (m/z): 621.3 [M+1]+.

220641-87-2, As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEI, Oscar, Miguel; SHAPIRO, Gideon; JIN, Lei; BABINE, Robert, E.; (495 pag.)WO2016/44641; (2016); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of N-methyltetrahydro-2H-pyran-4-amine (80 mg, 0.695 mmol) in DCM (10 mL) and pyridine (0.5 mL) was added 3-bromobenzoyl chloride (0.101 mL, 0.764 mmol) in DCM (3 mL). The mixture was stirred at room temperature for 30 mm, then 50 mL of DCM was added and the mixture was washed with water, 1 N HC1,saturated NaHCO3, brine, and concentrated to give 3-bromo-N-methyl-N-(tetrahydro-2H- pyran-4-yl)benzamide (160 mg, 77% yield). LCMS M = 298.15/300.15. Method G. Rt 2.5 54 mm., 220641-87-2

220641-87-2 N-Methyltetrahydro-2H-pyran-4-amine 6991950, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BHIDE, Rajeev S.; BATT, Douglas G.; CHERNEY, Robert J.; CORNELIUS, Lyndon A.M.; LIU, Qingjie; MARCOUX, David; NEELS, James; POSS, Michael A.; QIN, Lan-ying; RUAN, Zheming; SHI, Qing; SRIVASTAVA, Anurag S.; TINO, Joseph A.; WATTERSON, Scott Hunter; (532 pag.)WO2016/64957; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.,220641-87-2

Step 3. 4-{ [(Furo[2,3-c]pyridine-2-carbonyl)-amino]-methyl}-benzenesulfonyl chloride (133 mg, 0.38 mmol) was added to a mixture of N-methyltetrahydro-2H-pyran-4- amine (92 mg, 0.76 mmol) and triethylamine (0.27 mL, 1.90 mmol) in DCM (1 mL). The reaction mixture was stirred at rt for 24 h and then concentrated to dryness under vacuum. The residue was purified by preparative HPLC (column: Gemini-NX, 3 x 10 cm, 10 um; detection: UV 254 nm; mobile phase A: H20 containing 0.1% NH4OH, mobile phase B: Acetonitrile; flow rate: 60 mL/min, gradient: 0-1 min 5% B, 1-10 min 5-50% B, 10-11 min 50% B, 11-11.2 min 50-95% B, 11.2-13 min 95% B, 13-13.2 min 95-5% B, 13.2-15 min. 5% B). Isolation and concentration of the appropriate fractions afforded the title compound as a white solid (34.6 mg, 21.2%). 1H NMR (400 MHz, DMSO-J6) delta 9.65 (t, J = 6.2 Hz, 1H), 9.07 (s, 1H), 8.49 (d, J = 5.0 Hz, 1H), 7.82 (dd, J = 15.2, 6.6 Hz, 3H), 7.67 (s, 1H), 7.55 (d, J = 8.1 Hz, 2H), 4.59 (d, J = 6.1 Hz, 2H), 3.95 (tt, J = 12.1, 4.3 Hz, 1H), 3.79 (dd, J = 11.5, 4.3 Hz, 2H), 3.29 (d, J = 11.7 Hz, 2H), 2.67 (s, 3H), 1.60 (qd, J = 12.2, 4.5 Hz, 2H), 1.27 – 1.13 (m, 2H). LC/MS (Method M, ESI): RT = 3.57 min, m/z = 430.2 [M + H]+.

As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; BUCKMELTER, Alexandre, J.; CLODFELTER, Karl, H.; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; REYNOLDS, Dominic, J.; SMITH, Chase, C.; WANG, Zhongguo; ZAK, Mark; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/130943; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

A solution of imidazole-1-carboxylic acid cis-3= [5- (2, 2-dimethyl- propionylamino)-2H-pyrazol-3-yl]-cyclobutyl ester (200 mg) and C- (tetrahydro-pyran- 4-yl)-methylamine (83 mg) in EtOAc was stirred at 70 C overnight. After cooling, the title product was isolated by silica gel chromatography. MS (M+H) + = 379.3., 220641-87-2

The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2005/51919; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of N-methyltetrahydro-2H-pyran-4-ammonium chloride (37 mg) in dichloromethane (2 mL) was added DIPEA (43 mul), compound 48-2 (29 mg) and molecular sieves (200 mg). The reaction mixture was stirred at room temperature for 10 minutes, followed by the addition of sodium triacetoxyborohydride (52 mg). After stirring 18 hours, the reaction mixture was diluted with CH2Cl2, washed with saturated NaHCO3 and brine, dried over anhydrous sodium sulfate, filtered and concentrated to give a residue. The residue was purified by prep TLC on silica gel (dichloromethane/methanol / 15N NH40H aqueous solution = 90 : 9 : 1 ) to give compound 48-3. ESI-MS calc.for C37H46ClF2N5O3: 681; Found: 682 (M+H).

220641-87-2, As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2007/47496; (2007); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics