Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 475105-35-2 | MDL No. : | MFCD06799358 |
Formula : | C11H22N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | PTVRCUVHYMGECC-VIFPVBQESA-N |
M.W : | 214.30 | Pubchem ID : | 1502020 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In DMF (N,N-dimethyl-formamide); at 90℃; for 120.0h; | The amine D4 (0.607g), and 2-chloro-6, 7-difluoroquinoxaline McQuaid et. al. J. Med. Chem. (1992), 35 (18), 3319-24 (0.569g) were DISSOLVED IN DIMETHYLFORMAMIDE (LML) and heated to 90 C for 5 days under an atmosphere of argon. After cooling, the reaction solution was partitioned between ethyl acetate and water. The organic layer was washed with water, saturated brine, dried and evaporated. The residue was chromatographed over silica gel, eluting with a gradient of 10 to 50% ethyl acetate in hexane. The title compound was obtained as a pale yellow solid (0.460g), MHF 379. CLGH24F2N402 requires 378. | |
In DMF (N,N-dimethyl-formamide); at 90℃; for 120.0h; | Description 7 : (S)-2-[(6, 7-DIFLUOROQUINOXALIN-2-YLAMINO) METHYL]-PIPERIDINE-1- carboxylic acid tert buty ester The amine D4 (0.607g), and 2-chloro-6, 7-difluoroquinoxaline McQuaid et. AL. J MED. Chem. (1992), 35 (18), 3319-24 (0.569g) were dissolved in dimethylformamide (LML) and heated to 90 C for 5 days under an atmosphere of argon. After cooling, the reaction solution was partitioned between ethyl acetate and water. The organic layer was washed with water, saturated brine, dried and evaporated. The residue was chromatographed over silica gel, eluting with a gradient of 10 to 50% ethyl acetate in hexane. The title compound was obtained as a pale yellow solid (0.460g), MET 379. CL9H24F2N402 requires 378. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; In methanol; for 16.0h; | The product from D3 (18. 2g) was dissolved in methanol (500ML) and treated with potassium carbonate (16. 1g). After stirring for 16h solvent was removed at reduced pressure and the residue partitioned between dichloromethane/water. The organic phase was separated, washed with brine, dried and solvent removed at reduced pressure. the residue was column chromatographed (silica gel, 0-10% (9: 1 methanol/ammonia) in dichloromethane eluant) to give the title compound (8.82g). Mass spectrum (APt : Found 215 (1W). CLLH22N202 requires 214. [A] D-32. 2@ 28 c = 1% in chloroform. 1H NMR 8 : 1.20-1. 70 (8H, m), 1.46 (9H, s), 2.64-2. 80 (2H, m), 2.94 (1H, dd), 3.99 (1H, m) and 4.15 (1H, m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; for 18.0h; | Description 5 : (S)-2-(((1-BENZOFURAN-4-YL-METHANOYL)-AMINO)-METHYL)-PIPERIDINE-1- carboxylic acid tert-butyl ester To the amine from D4 (2.14g) in dichloromethane (50ML) was added BENZOFURAN-4- carboxylic acid (1.62g), followed by 1- (3-DIMETHYLAMINOPROPYL)-3-ETHYLCARBODIIMIDE hydrochloride (1.92g) and 1-HYDROXYBENZOTRIAZOLE hydrate (O. LG) and the mixture stirred at room temperature for 18H. The reaction mixture was diluted with dichloromethane and washed with saturated sodium bicarbonate solution. The organic phase was dried, evaporated and the residue chromatographed on silica gel eluting with a pentane/ethyl acetate gradient to afford the title product as a colurless solid (3g). Mass spectrum (API') : Found 381 (MNA+). C20H26N204 requires 358. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; N-ethyl-N,N-diisopropylamine; In xylene; for 48.0h;Heating / reflux; | Description 13: (S)-2- [ (5-BROMO-PYRIMIDIN-2-YLAMINO)-METHYL]-PIPERIDINE-1- carboxylic acid tert butyl carbonate. The amine from D4 (lg), 5-bromo-2-chloropyrimidine (0.9g) were combined in XYLENE (20ML) containing potassium carbonate (1.29g) and diisopropylethylamine (2.43g) and warmed to reflux for 48h. The mixture was cooled to room temperature, filtered and solvent removed at reduced pressure. The residue was column chromatographed (silica gel, pentane-25% ethyl acetate/pentane). The appropriate fractions were collected, solvent removed at reduced pressure to give the title compound (1.43g) as a colourless gum. Mass spectrum (APT) : Found 271 (@-TERT BOC). C15H23 79BRN402 requires 370. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 20.0h; | 6-Methyl-imidazo[2,1-b]thiazole-5-carboxylic acid (2.0 g, 10.975 mmol) was dissolved in MeCN (35 mL), TBTU (3.52 g, 10.975 mmol) was added followed by the addition of DIPEA (2.82 mL, 16.462 mmol) and a solution of <strong>[475105-35-2](S)-2-aminomethyl-piperidine-1-carboxylic acid tert-butyl ester</strong> (2.35 g, 10.975 mmol) in MeCN (20 mL). Stirring at rt was continued for 20 h. The reaction mixture was concentrated under reduced pressure, again diluted with EtOAc and subsequently washed with a sat. citric acid solution, a sat. NaHCO3 solution and brine. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give 3.98 g (95%) of (S)-2-[(6-methyl-imidazo[2,1-b]thiazole-5-carbonyl)-amino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester as a slightly orange foam which was used without further purification. LC-MS: tR=0.80 min; [M+H]+=379.46. |
95% | With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 20.0h; | STEP 1:6-Methyl-imidazo[2,l-b]thiazole-5-carboxylic acid (2.0 g, 10.975 mmol) was dissolved in MeCN (35 mL), TBTU (3.52 g, 10.975 mmol) was added followed by the addition of DIPEA (2.82 mL, 16.462 mmol) and a solution of (S)-2-aminomethyl-piperidine-l- carboxylic acid tert-butyl ester (2.35 g, 10.975 mmol) in MeCN (20 mL). Stirring at rt was continued for 20 h. The reaction mixture was concentrated under reduced pressure, again diluted with EtOAc and subsequently washed with a sat. citric acid solution, a sat. NaHCO3 solution and brine. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give 3.98 g (95%) of (S)-2-[(6-methyl- imidazo[2, 1 -b]thiazole-5-carbonyl)-amino]-methyl} -piperidine- 1 -carboxylic acid tert- butyl ester as a slightly orange foam which was used without further purification. LC- MS: tR = 0.80 min; [M+H]+ = 379.46. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; | Example 172 8-[(2,6-Difluorobenzyl)oxy]-2,6-dimethyl-N-[(2S)-piperidin-2-ylmethyl]imidazo[1,2-a]pyridine-3-carboxamide At RT, 53 mg (0.25 mmol, 1.1 equivalents) of <strong>[475105-35-2]tert-butyl (2S)-2-(aminomethyl)piperidin-1-carboxylate</strong> were added to 75 mg of 8-[(2,6-difluorobenzyl)oxy]-2,6-dimethylimidazo[1,2-a]-pyridine-3-carboxylic acid (Example 21A, 0.23 mmol, 1 equivalent), 90 mg of O-(7-azabenzotriazol-1-yl)-N,N,N'N'-tetramethyluronium hexafluorophosphate (HATU, 0.24 mmol, 1.05 equivalents) and 88 mg of N,N-diisopropylethylamine (0.12 ml, 0.68 mmol, 3 equivalents) in 1.4 ml of DMF, and the mixture was stirred at RT overnight. After the reaction had ended, the mixture was purified by preparative HPLC (method: RP18 column, mobile phase: acetonitrile/water gradient with addition of 0.1% TFA). The product fractions obtained were dissolved in dichloromethane and washed with saturated aqueous sodium bicarbonate solution. The aqueous phase was extracted twice with dichloromethane and the combined organic phases were dried over sodium sulphate, filtered, concentrated and lyophilized. This gave 66 mg (64% of theory; purity 95%) of the title compound. LC-MS (Method 2): Rt=0.65 min MS (ESpos): m/z=429.3 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=0.99-1.14 (m, 1H), 1.21-1.36 (m, 2H), 1.45-1.54 (m, 1H), 1.59-1.66 (m, 1H), 1.70-1.77 (m, 1H), 2.31 (s, 3H), 2.60-2.69 (m, 1H), 2.92-2.98 (m, 1H), 3.16-3.29 (m, 2H), 5.28 (s, 2H), 6.91 (s, 1H), 7.24 (t, 2H), 7.55-7.64 (m, 1H), 7.74 (t, 1H), 8.46 (s, 1H), [further signal hidden under solvent peaks]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | In toluene; at 100℃; for 5h; | Compound 1 (7.43g, 23.3mmol) and Compound 2 (5.00g, 23.3mmol) were added to toluene (75ml). The mixturewas stirred at 100C for 5 hours. After the reaction mixture was cooled to room temperature, the solvent was removedin vacuo. The obtained crude was purified by silica-gel column chromatography and eluted with n-hexaneethyl acetateto give Compound 3 (7.78g, 65%).MS: m/z = 515 [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With triethylamine; In dichloromethane; at -60 - 20℃; for 2.0h;Inert atmosphere; | Into a 100-mL 3 -necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed tert-butyl (2S)-2-(aminomethyl)piperidine-l-carboxylate (500 mg, 2.33 mmol, 1.00 eq.) in dichloromethane (50 mL). TEA (472 mg, 4.66 mmol, 2.00 eq.) and 4-nitrophenyl chloroformate (939 mg, 4.66 mmol, 2.00 eq.) was added at -60 C. The reaction was warmed to rt and then stirred for 2 h at rt. The resulting solution was extracted with dichloromethane (3 x 50 mL), and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate :petroleum ether (1 :3). The crude product was purified by C18 column with watenACN (20%-100% in 30 min). This resulted in 790 mg (89%) of tert-butyl (2S)- 2-[[(4-nitrophenoxycarbonyl)amino]methyl]piperidine-l-carboxylate as yellow oil. |
[ 1263078-12-1 ]
(R)-tert-Butyl 3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate
Similarity: 1.00
[ 203941-94-0 ]
(R)-1-N-Boc-3-Methylaminopiperidine
Similarity: 1.00
[ 309962-63-8 ]
(S)-tert-Butyl methyl(piperidin-3-yl)carbamate
Similarity: 1.00
[ 1217710-80-9 ]
(S)-tert-Butyl 3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate
Similarity: 1.00
[ 309962-67-2 ]
(R)-tert-Butyl methyl(piperidin-3-yl)carbamate
Similarity: 1.00
[ 1263078-12-1 ]
(R)-tert-Butyl 3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate
Similarity: 1.00
[ 203941-94-0 ]
(R)-1-N-Boc-3-Methylaminopiperidine
Similarity: 1.00
[ 309962-63-8 ]
(S)-tert-Butyl methyl(piperidin-3-yl)carbamate
Similarity: 1.00
[ 1217710-80-9 ]
(S)-tert-Butyl 3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate
Similarity: 1.00
[ 309962-67-2 ]
(R)-tert-Butyl methyl(piperidin-3-yl)carbamate
Similarity: 1.00
[ 1263078-12-1 ]
(R)-tert-Butyl 3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate
Similarity: 1.00
[ 203941-94-0 ]
(R)-1-N-Boc-3-Methylaminopiperidine
Similarity: 1.00
[ 309962-63-8 ]
(S)-tert-Butyl methyl(piperidin-3-yl)carbamate
Similarity: 1.00
[ 1217710-80-9 ]
(S)-tert-Butyl 3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate
Similarity: 1.00
[ 309962-67-2 ]
(R)-tert-Butyl methyl(piperidin-3-yl)carbamate
Similarity: 1.00