1607838-14-1|1-Methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole| Ambeed

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CAS No. :	1607838-14-1
Formula :	C₁₆H₂₁BN₂O₂
M.W :	284.16
SMILES Code :	CC1(C)C(C)(C)OB(C2=CC=C(C3=CN(C)N=C3)C=C2)O1
MDL No. :	MFCD30291898
InChI Key :	GTKBWEUPESFUGI-UHFFFAOYSA-N
Pubchem ID :	89835912

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H312-H332
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Yield	Reaction Conditions	Operation in experiment
85%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; In N,N-dimethyl-formamide; acetonitrile; at 80℃; for 18h;Inert atmosphere;	Potassium acetate (199 mg, 2.0 mmol), bis(pinacolato)diboron (257 mg, 1.0 mmol) and <strong>[1191616-45-1]4-(4-bromophenyl)-1-methyl-pyrazole</strong> (160 mg, 0.67 mmol) were mixed in DMF (1 mL) and MeCN (4 mL) and the mixture degassed with N2. [1,1'-Bis(diphenylphosphino)ferrocene]Palladium(II) chloride dichloromethane complex (55 mg, 0.07 mmol) was added and the mixture heated for 18 h at 80 C. The reaction mixture was concentrated and purified by silica column chromatography, eluting with 5-20% EtOAc in Pet. Ether to afford 1-methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-15 yl)phenyl]pyrazole (163 mg, 0.57 mmol, 85% yield) as a white solid. LC-MS (ES+, Method A): 1.79 min, m/z 285.0 [M+H]+
73%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; In N,N-dimethyl-formamide; acetonitrile; at 120℃; for 0.5h;Inert atmosphere; Microwave irradiation;	A solution of 4-(4-bromophenyl)-l -methyl- lH-pyrazole (0.33 g, 1.18 mmol), bis(pinacolato)diboron (0.36 g, 1.42 mmol) and potassium acetate (0.35 g, 3.55 mmol) in DMF (3.5 mL) and CH3CN (7 mL) was stirred and degassed with nitrogen for 10 minutes. Ferrocene] palladium (II) dichloromethane adduct (CAS number 95464-05-4) (0.097 g, 0.12 mmol) was added and the resulting mixture was heated at 120C using a monomode microwave (Biotage initiator 60) with a power output ranging from 0 to 400 W for 30 minutes. The mixture was evaporated till dryness, the residue was taken up in CH2CI2 and water, filtered through a short pad of Celite. The organic layer of the filtrate was separated, washed with water, dried over MgS04 and evaporated till dryness. The purification was carried out by flash chromatography over silica gel (15-40muiotaeta, 40 g, heptane/EtOAc from 95/5 to 70/30). The pure fractions were collected and the solvent was evaporated to afford 0.024g (73%) of intermediate (14).

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P337 + P313	IF eye irritation persists: Get medical advice/attention.
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CAS No.: 1607838-14-1

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CAS No.: 1607838-14-1

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Product Details of [ 1607838-14-1 ]

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[ 1607838-14-1 ] Synthesis Path-Downstream 1~1

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed