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CAS No. : | 493026-47-4 | MDL No. : | MFCD22397604 |
Formula : | C12H24N2O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 244.33 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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 |
---|---|---|
43% | With sodium hydrogencarbonate In i-Amyl alcohol for 2h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
39% | With hydrogen In ethanol; dichloromethane at 20℃; for 48h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 91 percent / aq. NaOH / dioxane / 1.5 h / 60 °C 2: 39 percent / H2 / 10 percent Pd/C / ethanol; CH2Cl2 / 48 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 43 percent / NaHCO3 / 3-methyl-butan-1-ol / 2 h / Heating 2: 80 percent / H2 / Raney Ni / methanol / 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 43 percent / NaHCO3 / 3-methyl-butan-1-ol / 2 h / Heating 2: 80 percent / H2 / Raney Ni / methanol / 1 h / 20 °C 3: 75 percent / aq. HCl / methanol / 0.17 h / 40 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: 43 percent / NaHCO3 / 3-methyl-butan-1-ol / 2 h / Heating 2.1: 80 percent / H2 / Raney Ni / methanol / 1 h / 20 °C 3.1: 75 percent / aq. HCl / methanol / 0.17 h / 40 °C 4.1: AcOH / CH2Cl2 / 1 h / 20 °C 4.2: 30 percent / NaBH(OAc)3 / CH2Cl2 / 20 °C 5.1: DMSO; (COCl)2; NEt3 / CH2Cl2 / -78 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 43 percent / NaHCO3 / 3-methyl-butan-1-ol / 2 h / Heating 2.1: 80 percent / H2 / Raney Ni / methanol / 1 h / 20 °C 3.1: 75 percent / aq. HCl / methanol / 0.17 h / 40 °C 4.1: AcOH / CH2Cl2 / 1 h / 20 °C 4.2: 30 percent / NaBH(OAc)3 / CH2Cl2 / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: 43 percent / NaHCO3 / 3-methyl-butan-1-ol / 2 h / Heating 2.1: 80 percent / H2 / Raney Ni / methanol / 1 h / 20 °C 3.1: 75 percent / aq. HCl / methanol / 0.17 h / 40 °C 4.1: AcOH / CH2Cl2 / 1 h / 20 °C 4.2: 30 percent / NaBH(OAc)3 / CH2Cl2 / 20 °C 5.1: DMSO; (COCl)2; NEt3 / CH2Cl2 / -78 - 20 °C 6.1: 100 mg / AcONa; HONH2*HCl / ethanol; CHCl3 / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1.1: 43 percent / NaHCO3 / 3-methyl-butan-1-ol / 2 h / Heating 2.1: 80 percent / H2 / Raney Ni / methanol / 1 h / 20 °C 3.1: 75 percent / aq. HCl / methanol / 0.17 h / 40 °C 4.1: AcOH / CH2Cl2 / 1 h / 20 °C 4.2: 30 percent / NaBH(OAc)3 / CH2Cl2 / 20 °C 5.1: DMSO; (COCl)2; NEt3 / CH2Cl2 / -78 - 20 °C 6.1: 40 mg / 2-methyl-2-butene; aq. NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; CHCl3 / 20 °C 7.1: 44 percent / methanol; CH2Cl2; hexane / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: 43 percent / NaHCO3 / 3-methyl-butan-1-ol / 2 h / Heating 2.1: 80 percent / H2 / Raney Ni / methanol / 1 h / 20 °C 3.1: 75 percent / aq. HCl / methanol / 0.17 h / 40 °C 4.1: AcOH / CH2Cl2 / 1 h / 20 °C 4.2: 30 percent / NaBH(OAc)3 / CH2Cl2 / 20 °C 5.1: DMSO; (COCl)2; NEt3 / CH2Cl2 / -78 - 20 °C 6.1: 40 mg / 2-methyl-2-butene; aq. NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; CHCl3 / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 91 percent / aq. NaOH / dioxane / 1.5 h / 60 °C 2: 39 percent / H2 / 10 percent Pd/C / ethanol; CH2Cl2 / 48 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | Stage #1: 6-chloropyrido[2,3-b]pyrazin-2-yl trifluoromethanesulfonate; [[4-hydroxymethyl-4-piperidinyl]methyl]carbamic acid 1,1-dimethylethyl ester With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 0 - 20℃; for 2h; Stage #2: 2-amino-3-chloro-pyridine-4-thiol With N-ethyl-N,N-diisopropylamine In 1,4-dioxane; N,N-dimethyl acetamide at 100℃; for 16h; | 86.A Step A: tert-Butyl ([4-(hydroxymethyl)-4-piperidinyl]methyl)carbamate (0.19 g, 0.77 mmol) and Hunig's base (0.40 mL, 2.3 mmol) were added to a solution of 6- chloropyrido[2,3-b]pyrazin-2-yl trifluoromethanesulfonate (0.24 g, 0.77 mmol) in DMA cooled to 0 °C, and the reaction was stirred while warming to room temperature over 2 hours. The reaction was poured into water and extracted into EtOAc, and the layers were separated. The organics were washed with water, brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed using 0-100% EtOAc/DCM as eluent to give a solid. The solid was taken up in dioxanes (10 mL) and DMA (2 mL), followed by addition of 2-amino- 3-chloropyridine-4-thiol (0.37 g, 2.3 mmol) and Hunig's base (0.40 mL, 2.3 mmol). The reaction was heated to 100 °C for 16 hours. The reaction was poured into water, and the aqueous layer was extracted into EtOAc. The layers were separated. The organics were washed with water, brine, dried over MgSO4 and concentrated in vacuo. The material was chromatographed using 50-100% EtOAc/DCM as eluent to give tert-butyl ((1-(6-((2-amino-3- chloropyridin-4-yl)thio)pyrido[2,3-b]pyrazin-2-yl)-4-(hydroxymethyl)piperidin-4- yl)methyl)carbamate (0.18 g, 44% yield). |