Analyzing the synthesis route of 108612-54-0

As the paragraph descriping shows that 108612-54-0 is playing an increasingly important role.

108612-54-0, tert-Butyl methyl(piperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 50; [l-(2-ChIoro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-yImethyl)-piperidin-4- yl]-methyl-carbamic acid tert-butyl ester; To a solution of 6-bromomethyl-2-chloro-4-morpholin-4-yl-tMeno[352- djpyrimidine (85 mg, 0.244 mmol) in DMF (2 mL) were added water (13 muL), methyl-piperidin-4-yl-carbamic acid tert-butyl ester (105 mg, 0.489 mmol) and cesium carbonate (159 mg, 0.489 mmol). The resulting mixture was stirred at RT for 18 h. The reaction mixture was loaded onto an Isolute.(R). SCX-2 cartridge, washed with MeOH then eluted with 2 M NH3 in MeOH. The resultant residue was purified by column chromatography to give the title compound as a pale brown solid (73 mg, 62 percent).[M + H]+ 482.2, 108612-54-0

As the paragraph descriping shows that 108612-54-0 is playing an increasingly important role.

Reference:
Patent; PIRAMED LIMITED; WO2007/122410; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 108612-54-0

108612-54-0 tert-Butyl methyl(piperidin-4-yl)carbamate 2756806, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108612-54-0,tert-Butyl methyl(piperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.

Step A: Preparation of tert-butyl 1-(4-(2-fluoro-4-(2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamido)phenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)piperidin-4-yl(methyl)carbamate: A round-bottomed flask was charged with N-(4-(1-(4-methoxybenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorophenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide (100 mg, 0.142 mmol, prepared in Example 63, step A), tert-butyl methyl(piperidin-4-yl)carbamate (152 mg, 0.708 mmol), copper(I)iodide (5.39 mg, 0.0283 mmol), (S)-pyrrolidine-2-carboxylic acid (6.52 mg, 0.0566 mmol), K2CO3 (97.8 mg, 0.708 mmol) and DMSO (10 mL). The reaction mixture was stirred at 100° C. overnight. The reaction was cooled to ambient temperature and partitioned between EtOAc and H2O. The phases were separated and the aqueous phase was re-extracted with EtOAc. The combined organic layers were dried (Na2SO4), filtered and concentrated to yield a crude product. The crude product was purified by silica gel chromatography (DCM/7 M NH3 in MeOH from 100/1 to 10/1, v/v) to afford product (98.5 mg, 87.8percent). LRMS (APCI pos): m/e 693 (M-99)., 108612-54-0

108612-54-0 tert-Butyl methyl(piperidin-4-yl)carbamate 2756806, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Blake, James F.; Boyd, Steven Armen; De Meese, Jason; Fong, Kin Chiu; Gaudino, John J.; Kaplan, Tomas; Marlow, Allison L.; Seo, Jeongbeob; Thomas, Allen A.; Tian, Hongqi; Cohen, Frederick; Young, Wendy B.; US2007/238726; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 108612-54-0

The synthetic route of 108612-54-0 has been constantly updated, and we look forward to future research findings.

108612-54-0, tert-Butyl methyl(piperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of METHYL-PIPERIDIN-4-YL-CARBAMIC acid tert-butyl ester (3.57 g, 16.7 MMOL), NAHCO3 (6.7 g, 79 MMOL), Nal (1.5 g, 10 MMOL) and 1- (2-chloro-ethyl)-3- (2, 6-DIMETHYL-PYRIDIN-4-YL)-UREA (Example D1, 2.14 g 9.4 MMOL) in THF (30 mL) is stirred at 50°C for 14 days. The mixture is quenched with NA2CO3 (50 mL) and extracted with CH2CI2 (5 X 50 mL). The organic extracts are washed with sat. aq. NA2CO3 (30 mL), dried (NA2SO4), filtered and evaporated. The residue is purified by FC to provide the title compound., 108612-54-0

The synthetic route of 108612-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2005/30209; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 108612-54-0

108612-54-0, 108612-54-0 tert-Butyl methyl(piperidin-4-yl)carbamate 2756806, apiperidines compound, is more and more widely used in various fields.

108612-54-0, tert-Butyl methyl(piperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : 1 -Methylethyl 4-[{[(1 ,1 -dimethylethyl)oxy]carbonyl}(methyl)amino]-1- piperidinecarboxylate (192)To a stirred solution of 1 ,1-dimethylethyl methyl(4-piperidinyl)carbamate (500 mg, 2.33 mmol) and Et3N (0.65 ml_, 4.66 mmol) in CH2CI2 (23 ml.) was added isopropylchloroformate (1.0 M in toluene, 2.6 ml_, 2.57 mmol) dropwise via an addition funnel at RT. The reaction mixture was stirred at RT for 17 hours, then washed with water (1 x 15 ml_), dried over MgSO4, filtered, and concentrated under reduced pressure to give 608 mg (87%) of the title product 192 as a colorless oil. 1H NMR (400 MHz, CDCI3): delta 4.88 (septuplet, J = 6.4 Hz, 1 H), 4.28 – 4.16 (m, 3 H), 2.77 – 2.71 (m, 2 H), 2.68 (s, 3 H), 1.62 – 1.57 (m, 2 H), 1.55 – 1.50 (m, 2 H), 1.44 (s, 9 H), 1.21 (d, J = 6.4 Hz, 6 H).

108612-54-0, 108612-54-0 tert-Butyl methyl(piperidin-4-yl)carbamate 2756806, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 108612-54-0

As the paragraph descriping shows that 108612-54-0 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.108612-54-0,tert-Butyl methyl(piperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.

EXAMPLE 255; N-1- [4- (BENZOTHIAZOL-2-YLOXY)-BENZYL]-PIPERIDIN-4-YL}-N-METHYL- methanesulfonamide; A. {1-[4-(Benzothiazol-2-yloxy)-benzyl]-piperidin-4-yl}-methyl-carbamic acid ter-butyl ester; A mixture of 4-(benzothiazol-2-yloxy)-benzaldehyde (4.4 g, 17.2 MMOL), METHYL-PIPERIDIN-4-YL-CARBAMIC acid tert-butyl ester (4.06 g, 18. 9 MMOL) in CICH2CH2CI (172 mL) was stirred at room temperature for 40 min. To the resulting reaction mixture was added NaBH (OAC) 3 portion wise over 1.5 h (4 x 1.82 g, 34.4 MMOL). The resulting mixture was stirred at room temperature for 24 h, filtered through diatomaceous earth and rinsed with CH2Cl2 (300 mL). The filtrate was washed with sat. aq. NAHCO3 (1 x 50 mL), dried (NA2SO4) and concentrated under reduced pressure to yield the crude product as a pale yellow oil. The crude product was purified on SI02 (330 g; 0-100percent ethyl acetate/hexanes) to give a light yellow foam (3.75 g, 48percent yield). MS (ESI) : mass calculated for C25H31N303S, 453.2 ; m/z found, 454.5 [M+H]+. 1H NMR (400 MHz, CDC13) : 7.73 (d, J = 8.1, 1 H), 7.66 (d, J = 8.1, 1 H), 7.41-7. 35 (m, 3H), 7.33-7. 23 (m, 3H), 4.13-3. 94 (m, 1H), 3.53 (s, 2H), 2.93 (d, J= 11.6, 2H), 2.74 (s, 3H), 2.08 (t, J = 11.6, 2H), 1.81-1. 69 (m, 2H), 1.65-1. 57 (m, 2H), 1.46 (s, 9H), 108612-54-0

As the paragraph descriping shows that 108612-54-0 is playing an increasingly important role.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/12296; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 108612-54-0

The synthetic route of 108612-54-0 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.108612-54-0,tert-Butyl methyl(piperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of the above nicotinonitrile (2.4 g, 10.8 mmol) in ethanol (40 mL) was cooled in a dry ice/acetone bath. Triethylamine (1.5 mL, 11.0 mmol) and N-methyl, N-boc-4-aminopiperidine were added and the reaction mixture was allowed to warm gradually to room temperature overnight. The reaction was concentrated, taken up in ethyl acetate (200 mL) and washed with 1 N HCl (2*100 mL). The organic phase was dried (magnesium sulfate) and concentrated to provide a 4 to 1 mixture of addition products to the 6 and 2 position, respectively. These regioisomers were separated by silica gel chromatography using a gradient of ethyl acetate in hexanes as the mobile phase to provide 1.3 g (30percent) of (6′-chloro-5′-cyano-4′-difluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-methyl-carbamic acid tert-butyl ester as a white solid., 108612-54-0

The synthetic route of 108612-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GINN, John David; Sorcek, Ronald John; Turner, Michael Robert; Young, Erick Richard Roush; US2007/293533; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem