Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1240390-36-6,tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Step 5 tert-Butyl (3R,4R)-4-(6-carbamoyl-5-(5-isopropyl-6-methoxypyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate To a solution of 6-chloro-4-(5-isopropyl-6-methoxypyridin-2-ylamino)pyridazine-3-carboxamide (250 mg, 777 mumol) in NMP (2.6 mL) was added tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (672 mg, 2.33 mmol) in four portions approximately every 12 h and heated to 140 C. in the periods between additions. After a total of 48 h, the mixture was cooled then diluted with ethyl acetate and brine. The phases were separated then the organic phase was washed with brine (2*), concentrated in vacuo and purified by chromatography (silica, 0 to 4% of a 99.5:0.5 methanol:NH4OH solution in dichloromethane) to give tert-butyl (3R,4R)-4-(6-carbamoyl-5-(5-isopropyl-6-methoxypyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate (141 mg, 281 mumol, 36%) as light brown solid. MS (EI/CI) m/z: 502.3 [M+H]., 1240390-36-6

The synthetic route of 1240390-36-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 7 tert-Butyl (3R,4R)-4-(6-carbamoyl-5-(5-fluoro-6-isopropylpyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate To a solution of 6-chloro-4-(5-fluoro-6-isopropylpyridin-2-ylamino)pyridazine-3-carboxamide (250 mg, 807 mumol) in NMP (3.2 mL) was added tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (174 mg, 807 mumol) and the mixture heated to 140 C. Over the next 36 h three additional portions of tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (174 mg, 807 mumol) were added at 12 h intervals. At 48 h the mixture was cooled, diluted with EtOAc, and washed with water and brine (2*). The organic layer was concentrated onto silica and purified by chromatography (70% to 100% EtOAc in hexanes) to give tert-butyl (3R,4R)-4-(6-carbamoyl-5-(5-fluoro-6-isopropylpyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate (100 mg, 25%). 1H NMR (400 MHz, CHLOROFORM-d6) delta ppm 11.49 (s, 1H), 8.22 (s, 1H), 8.06 (br. s, 1H), 7.29 (t, J=9.4 Hz, 1H), 6.70 (dd, J=8.9, 3.0 Hz, 1H), 6.07 (br. s, 1H), 5.50 (br. s, 1H), 5.35 (br. s, 1H), 4.26 (br. s, 1H), 4.03 (m, 2H), 3.92 (d, J=11.4 Hz, 1H), 3.68 (d, J=11.5 Hz, 1H), 3.61 (t, J=11.8 Hz, 1H), 3.41 (m, 1H), 2.24 (d, J=11.2 Hz, 1H), 1.81 (m, 1H), 1.49 (s, 9H), 1.35 (d, J=6.9 Hz, 6H)., 1240390-36-6

As the paragraph descriping shows that 1240390-36-6 is playing an increasingly important role.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1098184-12-3, (S)-2-(((Benzyloxy)carbonyl)amino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl(3S,8aR)-3-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]hexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate (450 mg) was dissolved in ethyl acetate (3 mL), 4M hydrogen chloride-ethyl acetate solution (3 mL) was added thereto, and the mixture was stirred at room temperature for 1 hr. The mixture was concentrated under reduced pressure, and the residue was collected by filtration, washed with ether, and dried under reduced pressure to give a colorless amorphous powder (410 mg). The obtained colorless amorphous powder (200 mg), (2S)-{[(benzyloxy)carbonyl]amino}(tetrahydro-2H-pyran-4-yl)ethanoic acid (235 mg), O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (406 mg) and N,N-diisopropylethylamine (0.558 mL) were mixed in N,N-dimethylformamide (5 mL), and the mixture was stirred at room temperature for 18 hr. The mixture was diluted with ethyl acetate (30 mL), and washed with water (30 mL), saturated aqueous sodium hydrogen carbonate solution (50 mL) and saturated brine (50 mL). The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=15/85?100/0) to give the title compound (200 mg) as a colorless amorphous powder. LC-MS: 577 (MH+), 1098184-12-3

As the paragraph descriping shows that 1098184-12-3 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2011/34469; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

31608-22-7, 2-(4-Bromobutoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A (Z)-9-octadecenoic acid 4-hydroxybutyl ester To a stirring solution of 2.0 g (7.0 mmol) of oleic acid and 1.6 g (7.0 mmol) of 2-(4-bromobutoxy)tetrahydro-2H-pyran in 20 mL of tetrahydrofuran is added 2.3 g (7.1 mmol) of cesium carbonate and the reaction mixture is stirred overnight at room temperature. The reaction mixture is poured into water and extracted with three 100 mL portions of ether. The combined organic layers are dried over MgSO4 and concentrated in vacuo affording 2.9 g (100%) of (Z)-9-octadecenoic acid 4-[(tetrahydro-2H-pyran-2-yl)oxy]butyl ester., 31608-22-7

The synthetic route of 31608-22-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; American Home Products Corporation; US5242945; (1993); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

693287-79-5, tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,693287-79-5

Intermediate 27: 1,1-Dimethylethyl 2-(5-bromo-2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate. [Show Image] To a solution of Intermediate 26 (3.3 g, 15.1 mmol) in dry EtOH (40 mL), 5-bromo-2,4-dichloropyrimidine (ALDRICH, 3.8 g, 16.6 mmol) dissolved in EtOH (15 mL) and DIPEA (FLUKA, 7.9 mL, 45.4 mmol) were added and the resulting reaction mixture was refluxed for 5 hours. The mixture was concentrated under reduced pressure and the residue partitioned between DCM and 1M ammonium chloride. The organic layer was treated with brine and dried over anhydrous Na2SO4. The residue was purified by flash chromatography (eluent: Hex/AcOEt mixtures 100:0 to 2:3) to give the title compound. 1H NMR (300 MHz, DMSO-d6) delta ppm: 9.78 (s, 1H), 8.39 (s, 1H), 4.75- 4.56 (m, 1H), 3.96- 3.84 (m, 2H), 3.45- 3.32 (m, 2H), 1.83-1.47 (m, 4H), 1.42 (s, 9H).

693287-79-5 tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate 45092245, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP; EP1918284; (2008); 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.33821-94-2,2-(3-Bromopropoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Intermediate 26: 2-[3-(2,4-difluorophenyl)sulfanylpropoxy]oxane Sodium hydride (60%) (1.72 g, 44.8 mmol) was added to a solution of 2,4-difluorobenzenethiol (CAS no. 1996-44-7) (4.6 mL, 40 mmol) in THF (150 mL) at 0 C., under argon. The mixture was allowed to warm to room temperature and 2-(3-bromopropoxy)oxane (CAS no. 33821-94-2) (7.6 mL, 45 mmol) was added. The reaction was stirred at ambient temperature for 16 hours. The mixture was poured into ice/water (250 mL) and extracted with ethyl acetate (250 mL). The organic extract was washed with brine, dried (MgSO4) and the solvent removed under reduced pressure. The residue was purified by flash chromatography, eluding with 0-10% ethyl acetate in isohexane afford the product (10.8 g, 84%). 1H NMR 6 (400 MHZ, CDCl3): 1.49-1.61 (m, 4H), 1.65-1.73 (m, 1H), 1.75-1.90 (m, 3H), 2.96 (t, 2H), 3.46-3.52 (m, 2H), 3.79-3.87 (m, 2H), 4.55-4.56 (m, 1H), 6.80-6.86 (m, 2H), 7.38-7.44 (m, 1H)., 33821-94-2

33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; AstraZeneca AB; US2008/171734; (2008); 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.31608-22-7,2-(4-Bromobutoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

The title compound, a grignard reagent, was prepared from 2- (5-BROMO-BUTYLOXY)- TETRAHYDRO-PYRAN by reaction with magnesium., 31608-22-7

The synthetic route of 31608-22-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE UNIVERSITY COURT OF THE UNIVERSITY OF ABERDEEN; WO2004/98582; (2004); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

53911-68-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

General procedure: An alcohol (5 mmol) was added dropwise at room temperature under nitrogen to astirred solution of an anhydride 8 (0.5 mmol) and 7i (36.1 mg, 0.05 mmol) in MTBE(20 mL). The reaction was monitored by using thin-layer chromatography. Onceanhydride consumption was complete, the solvent was evaporated under reducedpressure and the residue was dissolved in CH2Cl2 (10 mL). The solution was washedwith saturated Na2CO3 (2 ¡Á 5 mL) and the combined aqueous phase were acidifiedwith excess 2 N HCl, followed by extraction with EtOAc (3 ¡Á 10 mL). The combinedorganic phases were dried over Na2SO4 and concentrated to afford the correspondingmonoester, without further purification by flash chromatography

53911-68-5 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione 104639, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Xu, Lingjun; Han, Shuwen; Yan, Linjie; Wang, Haifeng; Peng, Haihui; Chen, Fener; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 309 – 317;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

101691-94-5, 4-(Iodomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 6-ethyl-9-hydroxy-10-methoxy-2-oxo-6,7-dihydrobenzo[a]quinolizine-3-carboxylate (100 mg, 0.29 mmol) in DMF was added 4-(iodomethyl)tetrahydropyran (196.7 mg, 0.87 mmol) and K2CO3 (80 mg, 0.58 mmol). The mixture was stirred for 2 hours at 80 C., and then cooled to room temperature and filtered. The filtrate was concentrated in vacuo to give crude ethyl 6-ethyl-10-methoxy-2-oxo-9-(tetrahydropyran-4-ylmethoxy)-6,7-dihydrobenzo[a]quinolizine-3-carboxylate which was used for the next step without further purification., 101691-94-5

The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HOFFMANN-LA ROCHE INC.; Han, Xingchun; Javanbakht, Hassan; Jiang, Min; Liang, Chungen; Wang, Jianping; Wang, Yongguang; Wang, Zhanguo; Weikert, Robert James; Yang, Song; Zhou, Chengang; US2015/210682; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3 6-((3R,4R)-3-Aminotetrahydro-2H-pyran-4-ylamino)-4-(5,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxamide 6-Chloro-4-(5,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxamide (120 mg, 432 mmol) and tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (187 mg, 864 mumol) in N-methyl-2-pyrrolidinone (6 mL) was heated at 150 C. for 1.5 d. After solvent evaporation, the residue was dissolved in dichloromethane (2 mL) and TFA (370 mg, 250 muL, 3.24 mmol). The mixture was stirred at room temperature for 3 h, then the solvent was evaporated and the residue was purified by chromatography (spherical silica, 20-45 mum, 11 g, Versaflash from Supelco, 97:2.75:0.15 to 87:12.35:0.65 dichloromethane:MeOH:NH4OH, 20 min) to afford a brown solid. The brown solid was dissolved in dichloromethane and 10 mL of cyclohexane was added. After standing, a solid precipitate formed. The supernatant was decanted and the solid residue was dried under vacuum to give 6-((3R,4R)-3-aminotetrahydro-2H-pyran-4-ylamino)-4-(5,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxamide (18 mg, 12% over two steps) as a brown solid. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 11.23 (br. s., 1H) 8.29 (s, 1H) 8.03 (br. s., 1H) 7.36 (d, J=8.08 Hz, 1H) 6.67 (d, J=8.08 Hz, 1H) 5.68-5.79 (m, 1H) 5.39 (br. s., 1H) 4.02 (d, J=7.33 Hz, 1H) 3.88 (d, J=11.12 Hz, 1H) 3.69 (d, J=11.62 Hz, 1H) 3.55 (t, J=11.49 Hz, 1H) 3.10 (br. s., 1H) 2.49 (s, 3H) 2.25 (s, 3H) 2.02 (d, J=12.38 Hz, 1H) 1.42-1.84 (m, 3H); LCMS (EI/CI) m/z: 358 [M+H]., 1240390-36-6

The synthetic route of 1240390-36-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics