ethene
cyclopropylboronic acid
Conditions | Yield |
---|---|
Stage #1: formyl boronic acid; 3,5-dinitro-p-toluenesulfonylhydrazide In methanol Reflux; Stage #2: With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Stage #3: ethene Reagent/catalyst; Solvent; Further stages; | 92% |
diazomethane
pinacol vinylboronate
cyclopropylboronic acid
Conditions | Yield |
---|---|
Stage #1: diazomethane; pinacol vinylboronate With palladium diacetate In tert-butyl methyl ether Inert atmosphere; Stage #2: With sodium periodate In tetrahydrofuran; water at 20℃; for 0.05h; Reagent/catalyst; Temperature; | 86% |
Conditions | Yield |
---|---|
Stage #1: diiodomethane; pinacol vinylboronate With diethylzinc at 60℃; for 12h; Inert atmosphere; Stage #2: With 2,2'-iminobis[ethanol] at 55℃; for 4h; Solvent; Temperature; Reagent/catalyst; | 82% |
cyclopropylboronic acid
Conditions | Yield |
---|---|
In water at 20℃; for 1h; Reagent/catalyst; | 77% |
cyclopropylmagnesium bromide
cyclopropylboronic acid
Conditions | Yield |
---|---|
Stage #1: cyclopropylmagnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 7h; Stage #2: With hydrogenchloride for 1h; | 56% |
cyclopropylboronic acid methyliminodiacetic acid ester
cyclopropylboronic acid
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 23℃; for 0.333333h; | 53% |
Trimethyl borate
cyclopropylmagnesium bromide
cyclopropylboronic acid
Conditions | Yield |
---|---|
Stage #1: Trimethyl borate; cyclopropylmagnesium bromide In tetrahydrofuran at -78 - 20℃; Stage #2: With hydrogenchloride In tetrahydrofuran; water | 27% |
C5H11BO2
cyclopropylboronic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water for 1h; |
cyclopropylboronic acid methyliminodiacetic acid ester
water
cyclopropylboronic acid
Conditions | Yield |
---|---|
In not given hydrolysis of appropriate N-methyliminodiacetic acid boronate; |
potassium cyclopropyltrifluoroborate
water
cyclopropylboronic acid
Conditions | Yield |
---|---|
With glass or DBU or Cs2CO3 In tetrahydrofuran; water Kinetics; hydrolysis at 55°C in THF/H2O in the presence of glass powder or DBU or Cs2CO3; not isolated; |
potassium cyclopropyltrifluoroborate
cyclopropylboronic acid
Conditions | Yield |
---|---|
With water In tetrahydrofuran at 55℃; Kinetics; Reagent/catalyst; |
cyclopropylboronic acid pinacol ester
water
cyclopropylboronic acid
Conditions | Yield |
---|---|
Stage #1: cyclopropylboronic acid pinacol ester; water With sodium periodate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 18h; Inert atmosphere; Sealed tube; |
phthalimide
cyclopropylboronic acid
2-cyclopropylisoindoline-1,3-dione
Conditions | Yield |
---|---|
With 1,1'-bipyridyl; copper diacetate; sodium carbonate In 1,2-dichloro-ethane at 70℃; | 100% |
With pyridine; 2-(2-imidazolinyl)phenol; copper diacetate In toluene at 95℃; for 48h; | 83% |
(+/-)-tert-butyl 4-((1-(5-bromo-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)ethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate
cyclopropylboronic acid
(+/-)-tert-butyl 4-((1-(5-cyclopropyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)ethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate
Conditions | Yield |
---|---|
With potassium hydroxide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 100℃; for 1h; Microwaves; | 100% |
4-Bromo-2-nitroaniline
cyclopropylboronic acid
4-cyclopropyl-2-nitro-phenylamine
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate; catacxium A In water; toluene at 90℃; Inert atmosphere; | 100% |
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 12h; Inert atmosphere; | 89% |
With potassium phosphate; palladium diacetate; triphenylphosphine In toluene at 100℃; for 17h; Sealed tube; | 72% |
3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde
cyclopropylboronic acid
3-cyclopropyl-1-((2-(trimethylsilyI)ethoxy)methyl)-1H-indazole-6-carbaldehyde
Conditions | Yield |
---|---|
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 95 - 100℃; for 24h; Inert atmosphere; | 100% |
2-{3-[4-bromo-2-(trifluoromethyl)phenyl]-5-isoxazolyl}-ethanol
cyclopropylboronic acid
2-{3-[4-cyclopropyl-2-(trifluoromethyl)phenyl]-5-isoxazolyl}ethanol
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In water; toluene at 55℃; Inert atmosphere; | 100% |
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 90℃; for 1h; Inert atmosphere; | 100% |
4-chloro-3-nitropyridine
cyclopropylboronic acid
4-cyclopropyl-3-nitropyridine
Conditions | Yield |
---|---|
With potassium carbonate In xylene at 130℃; Inert atmosphere; | 100% |
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In xylene at 130℃; Inert atmosphere; | 100% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; Inert atmosphere; | 100% |
With potassium fluoride; sodium bromide; tetrakis(triphenylphosphine) palladium(0) In toluene Inert atmosphere; Reflux; | 63% |
cyclopropylboronic acid
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 17h; Inert atmosphere; | 100% |
tert-butyl 4-((5-chloro-6-isopropoxypyridin-3-yl)oxy)-2-fluoro-5-iodobenzoate
cyclopropylboronic acid
tert-butyl 4-((5-chloro-6-isopropoxypyridin-3-yl)oxy)-5-cyclopropyl-2-fluorobenzoate
Conditions | Yield |
---|---|
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 150℃; for 0.5h; Inert atmosphere; Microwave irradiation; | 100% |
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 150℃; for 0.75h; Inert atmosphere; Microwave irradiation; | 50% |
cyclopropylboronic acid
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate In water; toluene at 100℃; Suzuki Coupling; | 100% |
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate In water; toluene at 100℃; for 1h; Inert atmosphere; | 9.65 g |
methyl 4-bromo-2-fluorobenzoate
cyclopropylboronic acid
methyl 4-cyclopropyl-2-fluorobenzoate
Conditions | Yield |
---|---|
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 150℃; for 2h; Microwave irradiation; Inert atmosphere; | 100% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In tetrahydrofuran; water; toluene at 90℃; for 16h; Inert atmosphere; | 100% |
With palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; Inert atmosphere; | 99% |
cyclopropylboronic acid
4-bromo-1-fluoro-2-methoxy-benzene
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 3h; Suzuki Coupling; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 150℃; for 2h; Microwave irradiation; Inert atmosphere; | 100% |
4-benzyloxy-2-nitro-chlorobenzene
cyclopropylboronic acid
Conditions | Yield |
---|---|
With tricyclohexylphosphine tetrafluoroborate; palladium diacetate; potassium carbonate In 1,4-dioxane; water at 120℃; for 4h; Inert atmosphere; | 100% |
cyclopropylboronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In water; toluene at 85℃; | 100% |
5-chloro-3-fluoro-pyridine-2-amine
cyclopropylboronic acid
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In water; toluene at 90℃; for 16h; | 100% |
With palladium diacetate |
ethyl 5-bromoindolecarboxylate
cyclopropylboronic acid
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; copper diacetate; sodium carbonate In dichloromethane at 80℃; for 16h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In water; N,N-dimethyl-formamide at 90℃; Microwave irradiation; Inert atmosphere; | 100% |
3-bromo-4-fluoroaniline
cyclopropylboronic acid
3-cyclopropyl-4-fluoro-aniline
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate; triphenylphosphine In toluene at 100℃; for 16h; Inert atmosphere; | 99.35% |
With potassium phosphate; palladium diacetate In water; toluene at 100℃; for 16h; Inert atmosphere; | 71.2% |
With potassium phosphate; tricyclohexylphosphine; palladium diacetate In water; toluene at 100℃; | 64% |
para-nitrophenyl bromide
cyclopropylboronic acid
4-nitrophenylcyclopropane
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; tricyclohexylphosphine In water; toluene at 80℃; for 1h; | 99% |
With potassium phosphate tribasic heptahydrate; C45H53ClFeNO2PPd In water; toluene at 100℃; for 8h; Suzuki coupling; Inert atmosphere; | 96% |
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane In xylene at 130℃; for 20h; Suzuki cross-coupling; | 94% |
7-chloro-4-methyl-2-bromo-4H-imidazo[4,5-d]thiazolo[5,4-b]-pyridine
cyclopropylboronic acid
8-methyl-2-cyclopropyl-5-chloro-8H-imidazo[4,5-d]thiazolo[5,4-b]pyridine
Conditions | Yield |
---|---|
With potassium phosphate; water; tricyclohexylphosphine; palladium diacetate In toluene at 100℃; for 2h; | 99% |
4-bromo-2,3-dihydro-1H-inden-1-one O-methyl oxime
cyclopropylboronic acid
4-cyclopropyl-2,3-dihydro-1H-inden-1-one O-methyl oxime
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 3h; Suzuki Coupling; | 99% |
With potassium phosphate; tricyclohexylphosphine; palladium diacetate In water; toluene at 100℃; for 3h; microwave irradiation; | 82% |
5-(5-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)-1,3-dimethyl-1H-pyrazole-4-carbaldehyde
cyclopropylboronic acid
5-(5-cyclopropyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-1,3-dimethyl-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 5-(5-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)-1,3-dimethyl-1H-pyrazole-4-carbaldehyde; cyclopropylboronic acid With potassium carbonate In toluene at 20℃; for 0.5h; Stage #2: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 100℃; for 18h; | 99% |
2-iodo-4-nitrophenylamine
cyclopropylboronic acid
N-cyclopropyl-2-iodo-4-nitroaniline
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; oxygen; copper diacetate; sodium carbonate In 1,2-dichloro-ethane at 70℃; Chan-Lam reaction; | 99% |
N-methyl-N-(4-methoxyphenyl)amine
cyclopropylboronic acid
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; oxygen; copper diacetate; sodium carbonate In 1,2-dichloro-ethane at 70℃; for 2h; Chan-Lam reaction; | 99% |
2-Chloroanisole
cyclopropylboronic acid
1-cyclopropyl-2-methoxybenzene
Conditions | Yield |
---|---|
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); rac-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole In toluene at 100℃; for 24h; Suzuki coupling; Inert atmosphere; | 99% |
cyclopropylboronic acid
2-bromo-6-fluorobenzoic acid methyl ester
methyl 2-cyclopropyl-6-fluorobenzoate
Conditions | Yield |
---|---|
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 2.5h; Suzuki Coupling; Inert atmosphere; Reflux; | 99% |
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 2.5h; Inert atmosphere; Reflux; | 99% |
ethyl-2-(4-chlorophenyl)-6-nitro-5-(trifluoromethylsulfonyloxy)benzofuran-3-carboxylate
cyclopropylboronic acid
ethyl 2-(4-chlorophenyl)-5-cyclopropyl-6-nitrobenzofuran-3-carboxylate
Conditions | Yield |
---|---|
With potassium fluoride; sodium bromide; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 20h; Inert atmosphere; Reflux; | 99% |
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0); sodium bromide In water; toluene for 20h; Inert atmosphere; Reflux; | 7.9 g |
2-Amino-4-chloropyridine
cyclopropylboronic acid
2-amino-4-(cyclopropyl)pyridine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; tricyclohexylphosphine In 1,4-dioxane; acetonitrile at 120℃; Inert atmosphere; | 99% |
With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane; water at 80℃; for 15h; |
7-bromo-8-methoxyquinaldine
cyclopropylboronic acid
7-cyclopropyl-8-methoxy-2-methylquinoline
Conditions | Yield |
---|---|
With tricyclohexylphosphine; palladium diacetate In water; toluene at 100℃; for 6h; | 99% |
2-{[4-(2-oxo-1,3-oxazolidin-3-yl)-1-peridinyl]carbonyl}-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-5-yl trifluoromethanesulfonate
cyclopropylboronic acid
3-(1-{[5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2-yl]carbonyl}-4-piperidinyl)-1,3-oxazolidin-2-one
Conditions | Yield |
---|---|
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 90℃; for 3h; Inert atmosphere; | 99% |
The Molecular Structure of Cyclopropylboronic acid (CAS NO.411235-57-9):
Empirical Formula: C3H7BO2
Molecular Weight: 85.8975
Nominal Mass: 86 Da
Average Mass: 85.8975 Da
Monoisotopic Mass: 86.05391 Da
Index of Refraction: 1.442
Molar Refractivity: 20.4 cm3
Molar Volume: 76.9 cm3
Surface Tension: 34.5 dyne/cm
Density: 1.11 g/cm3
Flash Point: 77.9 °C
Enthalpy of Vaporization: 51.35 kJ/mol
Boiling Point: 205.1 °C at 760 mmHg
Vapour Pressure: 0.0606 mmHg at 25°C
Melting Point: 90-95°C
Storage temp: Store below -20°C
Product Categories: BORONICACID;blocks;BoronicAcids;Boronic Acids & Esters;Cyclopropyl;Organoborons;Boronic acid;CHIRAL CHEMICALS;Boronic Acids & Esters;Ring Systems;Alkyl;Boronic Acids;Boronic Acids and Derivatives
Hazard Codes: Xn
Risk Statements: 22
R22: Harmful if swallowed
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
WGK Germany: 3
HazardClass: IRRITANT, IRRITANT-HARMFUL
Cyclopropylboronic acid (CAS NO.411235-57-9) can be called as Cyclopropylboronic acid,monohydrate ; Boronic acid, cyclopropyl- (9ci) ; Cyclopropylboronic ; cyclopropylboronic acid 95% .
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