| Identification | More | [Name]
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | [CAS]
761446-44-0 | [Synonyms]
1-METHYL-1H-PYRAZOLE-4-BORONIC ACID PINACOL ESTER
1-METHYL-4-1H-PYRAZOLEBORONIC ACID, PINACOL ESTER
1-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-1H-PYRAZOLE
1-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE
1-METHYLPYRAZOLE-4-BORONIC ACID PINACOL ESTER
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 97+%
1-Methyl-4-(4,4,5,5-Tetramethy
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 | [EINECS(EC#)]
616-293-9 | [Molecular Formula]
C10H17BN2O2 | [MDL Number]
MFCD03789259 | [Molecular Weight]
208.07 | [MOL File]
761446-44-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow crystal powde | [Melting point ]
59-64 °C(lit.)
| [Boiling point ]
308.3±15.0 °C(Predicted) | [density ]
1.05±0.1 g/cm3(Predicted) | [storage temp. ]
Refrigerator (+4°C) | [solubility ]
Chloroform (slightly), Methanol (Slightly) | [form ]
Crystals | [pka]
2.09±0.10(Predicted) | [color ]
Off-white to yellow | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C10H17BN2O2/c1-9(2)10(3,4)15-11(14-9)8-6-12-13(5)7-8/h6-7H,1-5H3 | [InChIKey]
UCNGGGYMLHAMJG-UHFFFAOYSA-N | [SMILES]
N1(C)C=C(B2OC(C)(C)C(C)(C)O2)C=N1 | [CAS DataBase Reference]
761446-44-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,F,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Flammable | [TSCA ]
No | [HazardClass ]
IRRITANT | [HS Code ]
29349900 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystal powde | [Uses]
1-Methyl-4-pyrazole boronic acid pinacol ester is a 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 | [Synthesis]
To the solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.40 g, 2.06 mmol) in THF (10 mL) was added NaH (0.1.00 g, 4.12 mmol) followed by methyl iodide (0.25 mL, 4.12 mmol) at 0° C and the reaction mixture was stirred at ambient temperature for 4 hr. The reaction was quenched with saturated NH4Cl solution (20 mL) and extracted with ethyl acetate (2 x 50 mL). The combined organic layers were washed with brine (20 mL), dried over sodium sulfate, and distilled under reduced pressure to obtain 1-Methyl-4-pyrazole boronic acid pinacol ester. | [References]
[1] Patent: WO2018/93569, 2018, A1. Location in patent: Page/Page column 189
[2] Patent: WO2009/155527, 2009, A2. Location in patent: Page/Page column 137-138
[3] Patent: WO2005/85227, 2005, A1. Location in patent: Page/Page column 90-91 |
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