1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester

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Products Intro: Product Name:1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester
CAS:1092563-68-2
Purity:>=95% Package:1g
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Products Intro: Product Name:tert-butyl 4-[3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate
CAS:1092563-68-2
Purity:0.97 Package:1KG;25KG
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Products Intro: Product Name:tert-Butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate
CAS:1092563-68-2
Purity:95% Remarks:MC112005
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Products Intro: Product Name:tert-butyl 4-[3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate
CAS:1092563-68-2
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Products Intro: Product Name:1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester
CAS:1092563-68-2
Purity:0.98 Package:100KG;25KG;10KG;1KG
1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester Basic information
Product Name:1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester
Synonyms:1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester;tert-Butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate;tert-Butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperid;tert-butyl 4-[3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate;1-Piperidinecarboxylic acid, 4-[3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]-, 1,1-dimethylethyl ester;tert-butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1l4,2l2-pyrazol-1-yl)piperidine-1-carboxylate;tert-butyl 4-[3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate - [B16511]
CAS:1092563-68-2
MF:C20H34BN3O4
MW:391.31
EINECS:
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Mol File:1092563-68-2.mol
1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester Structure
1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester Chemical Properties
Boiling point 503.3±50.0 °C(Predicted)
density 1.13±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
pka3.60±0.19(Predicted)
Appearancewhite solid
Safety Information
MSDS Information
1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester Usage And Synthesis
Synthesis
1-Piperidinecarboxylic acid, 4-(4-bromo-5-methyl-1H-pyrazol-1-yl)-, 1,1-dimethylethyl ester

1076223-99-8

tert-Butyl 4-(4-bromo-5-methylpyrazol-1-yl)piperidine-1-carboxylate

1092500-89-4

Bis(pinacolato)diboron

73183-34-3

1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester

1092563-68-2

Tert-butyl 4-(4-bromo-3-methyl-1H-pyrazol-1-yl)piperidine-1-carboxylate (2.7 g), pinacol ester of biphenylboronic acid (4.98 g), 1,1'-bis(diphenylphosphino)ferrocene palladium(II) dichloride-CH2Cl2 adduct (0.634 g), and potassium acetate (2.31 g) were used as raw materials, in DMSO (40 ml) at 80 °C under The reaction was stirred for 4 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, quenched with water (25 ml) and extracted with ethyl acetate (3 x 40 ml). The organic phases were combined, washed sequentially with water (3 x 30 ml) and brine (1 x 20 ml), dried with magnesium sulfate and concentrated. The residue was purified by rapid chromatography on silica gel, using a petroleum ether solution of 10% to 30% ethyl acetate as eluent, to afford the target product tert-butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate (0.937 g, 30.5% yield) as a white solid.NMR data (DMSO-d6): δ 1.24 (s, 12H), 1.41 (s, 9H), 1.71 (dd, 1H), 1.76 (dd, 1H), 1.89-1.96 (m, 2H), 2.22 (s, 3H), 2.85 (bs, 2H), 3.95-4.07 (m, 2H), 4.20-4.29 (m, 1H) , 7.82 (s, 1H).

References[1] Patent: WO2009/24825, 2009, A1. Location in patent: Page/Page column 162
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