1-Methyl-4-pyrazole boronic acid pinacol ester Basic information
Product Name: | 1-Methyl-4-pyrazole boronic acid pinacol ester |
Synonyms: | 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-;1-METHYL- 4-PYRAZOLEBORONIC ACID PINACOL ESTER;1-METHYL-4-(4,4,5,5-TERAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE;1-methyl-4-(4，4，5，5-tetramethyl-1，3，2-dioxaborolan-2-yl)-1H-;1-Methyl-4-pyrazoleboronic acid pinacol ester, 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-Methyl-4-(4,4,5-trimethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole;1-Methyl-1H-pyrazole-4-boronic acid pinacol;1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole1-Methylpyrazole-4-boronic acid pinacol ester |
CAS: | 761446-44-0 |
MF: | C10H17BN2O2 |
MW: | 208.07 |
EINECS: | 1312995-182-4 |
Product Categories: | Organoborons;Pyrazole;Boronic acid;Heterocyclic Building Blocks;Boronate Esters;Boronic Acids and Derivatives;Chemical Synthesis;Heteroaryl Boronate Esters;Organometallic Reagents |
Mol File: | 761446-44-0.mol |
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1-Methyl-4-pyrazole boronic acid pinacol ester Chemical Properties
Appearance: | white to light yellow crystal powder |
Density: | 1.05 g/cm3 |
Melting Point: | 59-64ºC |
Boiling Point: | 308.3ºC at 760 mmHg |
Flash Point: | 140.3ºC |
Refractive Index: | 1.505 |
Storage Condition: | Refrigerator (+4ºC) |
form | Crystals |
color | Off-white to yellow |
Water Solubility | Slightly soluble in water. |
InChIKey | UCNGGGYMLHAMJG-UHFFFAOYSA-N |
CAS DataBase Reference | 761446-44-0(CAS DataBase Reference) |
Safety Information
Hazard Codes | Xn,F,Xi |
Risk Statements | 22-36/37/38 |
Safety Statements | 26-36-37/39 |
WGK Germany | 3 |
Hazard Note | Irritant/Flammable |
HazardClass | IRRITANT |
Hs code | 2933199090 |
1-Methyl-4-pyrazole boronic acid pinacol ester Usage And Synthesis
Chemical Properties | White to light yellow crystal powde |
Uses | Reagent used for• ;Suzuki-Miyaura cross-coupling reactions1,2,3• ;Transesterification reactions4Reagent used for preparation of• ;Aminothiazoles as γ-secretase modulators5• ;Amino-pyrido-indol-carboxamides, as potential JAK2 inhibitors for myeloproliferative disorders therapy6• ;Pyridine derivatives as TGF-β1 and activin A signalling inhibitors7• ;MK-2461 analogs as inhibitors of c-Met kinase for the treatment of cancer8 |
Uses | suzuki reaction |
Intermediate as | 910462-43-0 4SC-202, 943540-75-8 JNJ-38877605, 917879-39-1 MK-2461,1001917-37-8 MK8033
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Synthesis route |
Reference:PROGENICS PHARMACEUTICALS, INC. Patent: WO2009/155527 A2, 2009 ; Location in patent: Page/Page column 137-138 ; WO 2009/155527 A2
Reference:Stewart, Gavin W.; Brands, Karel M. J.; Brewer, Sarah E.; Cowden, Cameron J.; Davies, Antony J.; Edwards, John S.; Gibson, Andrew W.; Hamilton, Simon E.; Katz, Jason D.; Keen, Stephen P.; Mullens, Peter R.; Scott, Jeremy P.; Wallace, Debra J.; Wise, Christopher S. Organic Process Research and Development, 2010 , vol. 14, # 4 p. 849 - 858
Reference:Ivachtchenko, Alexandre V.; Kravchenko, Dmitry V.; Zheludeva, Valentina I.; Pershin, Dmitry G. Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 6 p. 931 - 939 |
1-Methyl-4-pyrazole boronic acid pinacol ester Preparation Products And Raw materials
Raw materials | Tetrahydrofuran-->Potassium hydroxide -->n-Butyllithium-->Iodomethane-->Trimethyl borate-->Methyl bromide -->Pinacol-->MOLECULAR SIEVE-->4-Bromopyrazole |
Upstream information
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole; 4-Chlorotoluene; 5-Bromo-2-naphthoic acid; bromomethane; 2-(6-bromo-2,3-dihydro-1,4-benzoxazin-4-yl)-6,6-dimethyl-5,7-dihydro-[1,3]thiazolo[5,4-c]pyridin-4-one; chlorobenzene; 1-Methyl-1H-pyrazole-4-boronic acid; 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole; N-methylpyrazole; iodomethane;
Downtream information
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole; 1-methyl-4-phenylpyrazole; 1-methyl-4-(4-methylphenyl)pyrazole; 6,6-dimethyl-2-[6-(1-methylpyrazol-4-yl)-2,3-dihydro-1,4-benzoxazin-4-yl]-5,7-dihydro-[1,3]thiazolo[5,4-c]pyridin-4-one; 1-[2-(1-methylpyrazol-4-yl)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]-N-(pyridin-2-ylmethyl)methanesulfonamide; 5-(1-methylpyrazol-4-yl)naphthalene-2-carboxylic acid
