Some tips on 948894-26-6

The synthetic route of 948894-26-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.948894-26-6,4-Methylpiperidine-4-carbonitrile hydrochloride,as a common compound, the synthetic route is as follows.

948894-26-6, Example 28 (0905) 1 -(2-((2-ethoxy-4-(4-methyl-4 -/-1 ,2,4-triazol-3-yl)phenyl)amino)-6-methylpyrido[3,4-c/|pyrimidin-8- (0906) (0907) To a solution of 8-chloro-A/-(2-ethoxy-4-(4-methyl-4 -/-1 ,2,4-triazol-3-yl)phenyl)-6-methylpyrido[3,4- c/|pyrimidin-2-amine (Preparation 1 , 25 mg, 0.063 mmol) in NMP (2 ml_) was added 4- methylpiperidine-4-carbonitrile (20 mg, 0.126 mmol) and triethylamine (0.044 ml_, 0.316 mmol). The reaction was heated to 100 in a closed cap vial for 18 hours. Further 4-methylpiperidine-4- carbonitrile hydrochloride (40 mg, 0.252 mmol) was added and the reaction heated at 120 for a further 5 hours. The reaction mixture was diluted with EtOAc and water. The organic layer was dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 0-50% EtOAc in cyclohexane followed by elution through an SCX-2 cartridge using MeOH followed by 1 M NH3 in MeOH. The residue was further purified by silica gel column chromatography eluting with 0-1 5% MeOH in EtOAc followed by elution through an SCX- 2 cartridge using MeOH followed by 1 M NH3 in MeOH to afford the title compound (5.1 mg, 17%). 1 H NMR (500 MHz, MeOH-d4): delta ppm 9.13 (s, 1 H), 8.80 (d, J = 8.5 Hz, 1 H), 8.56 (s, 1 H), 7.38 (d, J = 2.0 Hz, 1 H), 7.36 (dd, J = 8.5, 2.0 Hz, 1 H), 7.04 (s, 1 H), 4.70 (br d, J = 13.0 Hz, 2H), 4.29 (q, J = 7.0 Hz, 2H), 3.88 (s, 3H), 3.26 (t, J = 13.0 Hz, 2H), 2.50 (s, 3H), 2.1 0 (br d, J = 13.0 Hz, 2H), 1 .92 (td, J = 13.0, 3.5 Hz, 2H), 1 .56 (t, J = 7.0 Hz, 3H), 1 .51 (s, 3H). (0908) HRMS (ESI) MS m/z calcd for C26H31 N9O [M+2H]/2+ 242.632, found 242.6321 . (0909) MPS1 IC50 (muMu): 0.002

The synthetic route of 948894-26-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WOODWARD, Hannah; INNOCENTI, Paolo; NAUD, Sebastien; BLAGG, Julian; HOELDER, Swen; WO2015/128676; (2015); A1;,
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Simple exploration of 948894-26-6

948894-26-6, The synthetic route of 948894-26-6 has been constantly updated, and we look forward to future research findings.

948894-26-6, 4-Methylpiperidine-4-carbonitrile hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 4-methylpiperidine-4-carbonitrile hydrochloride (1.21 g, 7.53 mmol), 4-bromopyrazolo[ 1,5 -a]pyridine (491 mg, 2.49 mmol), chloro(2-dicyclohexylphosphino- 2?,4?,6?-triisopropyl- 1,1 ?-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) (160 mg, 0.216 mmol) and cesium carbonate (2.44 g, 7.49 mmol) was added 1,4-dioxane (15 mL). The pressure vessel was placed under N2 and the reaction was allowed to stir at for 48 hours. The reaction was added to H20 and extracted with ethyl acetate. The organic layers were combined and washed with H20 and 5 M aqueous sodium chloride and dried over anhydrous sodium sulfate. The solids were filtered and the filtrate was concentrated under reduced pressure. The material was purified by reverse phase flash silica gel column chromatography (C18, 0-100% CH3CN (0.1% HCO2H), H20 (0.1% HCO2H)). The appropriate fractions were combined to yield product that was further purified by normal phase flash silica gel column chromatography eluting with a gradient of 0-10% methanol in dichloromethane to provide product (38). [M+Hj = 241.2.

948894-26-6, The synthetic route of 948894-26-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PLEXXIKON INC.; WU, Guoxian; ALBERS, Aaron; BUELL, John; BURTON, Elizabeth A.; PHAM, Phuongly; POWERS, Hannah; SHI, Songyuan; SPEVAK, Wayne; WU, Jeffrey; ZHANG, Jiazhong; (310 pag.)WO2018/136202; (2018); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 948894-26-6

As the paragraph descriping shows that 948894-26-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.948894-26-6,4-Methylpiperidine-4-carbonitrile hydrochloride,as a common compound, the synthetic route is as follows.

948894-26-6, The mixture of 4-methylpiperidine-4-carbonitrile (200 mg, 696 mupiiotaomicron, 1 equiv) and 3- chloro-4-((5-chloro-3-methylpyrazin-2-yl)thio)pyridin-2-amine (112 mg, 696 mupiiotaomicron, 1 equiv) in DIPEA (2.00 mL) was stirred at 120 C under an inert atmosphere for 2 hours. The reaction mixture was then poured into H20 (5 mL), and the aqueous phase was extracted with EtOAc (3 x 5 mL). The combined organic extracts were washed with brine (1 mL), dried with anhydrous Na2SC”4, filtered, and concentrated under reduced pressure. The crude residue was then purified by column chromatography to give l-(5-((2-amino-3-chloropyridin-4-yl)thio)-6-methylpyrazin- 2-yl)-4-methylpiperidine-4-carbonitrile (100 mg, 266 mupiiotaomicron, 38% yield) as a white solid. 1H NMR (400 MHz, chloroform-i ) delta 8.05 (s, 1H), 7.67 (d, J= 5.29 Hz, 1H), 5.87 (d, J= 5.51 Hz, 1 H), 4.84 (br s, 2H), 4.43 (br d, J = 13.01 Hz, 2H), 3.26 (br t, J = 12.24 Hz, 2H), 2.47 (s, 3H), 2.07 (br s, 1H), 1.41 – 1.47 (m, 4H).

As the paragraph descriping shows that 948894-26-6 is playing an increasingly important role.

Reference:
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); A1;,
Piperidine – Wikipedia
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Downstream synthetic route of 948894-26-6

948894-26-6 4-Methylpiperidine-4-carbonitrile hydrochloride 57516610, apiperidines compound, is more and more widely used in various fields.

948894-26-6,948894-26-6, 4-Methylpiperidine-4-carbonitrile hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A) ethyl 3-bromo-5-(4-cyano-4-methylpiperidin-1-yl)-1-methyl-1H-pyrazole-4-carboxylate (1113) A mixture of ethyl 3,5-dibromo-1-methyl-1H-pyrazole-4-carboxylate (2.12 g) obtained in Reference Example 2, 4-methylpiperidine-4-carbonitrile hydrochloride (1.31 g), potassium carbonate (2.82 g) and N-methyl-pyrrolidone (10 mL) was heated under a nitrogen atmosphere at 160C for 8 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The extracts were combined, washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.46 g). MS (ESI+): [M+H]+ 354.9.

948894-26-6 4-Methylpiperidine-4-carbonitrile hydrochloride 57516610, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YOSHIDA, Masato; NAGAMIYA, Hiroyuki; OHBA, Yusuke; SETO, Masaki; YOGO, Takatoshi; SASAKI, Satoshi; TOKUNAGA, Norihito; ASO, Kazuyoshi; (298 pag.)EP2980089; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 948894-26-6

As the paragraph descriping shows that 948894-26-6 is playing an increasingly important role.

948894-26-6,948894-26-6, 4-Methylpiperidine-4-carbonitrile hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ii) 4-Methyl-l-[2-(2-phenylethoxy)ethyl]piperidine-4-carbonitrile; A mixture of the product from example 4 step (i) (2-(2~phenylethoxy)ethyl 4- methylbenzenesulfonate) (1.344 g) and the product from step (i) (4-cyano-4- methylpiperidine hydrochloride) (0.569 g) was dissolved in NMP (12 mL) and triethylamine (3 mL) added. The reaction mixture was heated at 85 0C for 3 h then allowed to CQOI and partitioned between EtOAc and water. The layers were separated and the aqueous layer extracted with further EtOAc. The combined organic extracts were washed with saturated aqueous NaHCO3, water, saturated aqueous NaCl, dried (Na2SO4) and concentrated. The residue was diluted with isopropanol then loaded onto a Varian SCX column (50 g). The column was washed with isopropanol then eluted with 1:3 0.880 NH3/isopropanol to afford the sub-title compound as a brown oil which contains ~1 mole equivalent of NMP. Yield: 0.691 g1H NMR (CDCl3) delta 7.30 – 7.19 (m, 5H), 3.66 (t, 2H), 3.57 (t, 2H), 2.91 – 2.87 (m, 4H), 2.61 (t, 2H), 2.35 – 2.30 (m, 2H), 1.89 – 1.85 (m, 2H), 1.58 (td, 2H), 1.37 (s, 3H).

As the paragraph descriping shows that 948894-26-6 is playing an increasingly important role.

Reference:
Patent; ASTRAZENECA AB; WO2007/102771; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem