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[4-(Morpholinomethyl)phenyl]boronic acid
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Name

[4-(Morpholinomethyl)phenyl]boronic acid

 EINECS N/A
CAS No. 279262-23-6 Density 1.208 g/cm3
PSA 52.93000 LogP -0.86350
Solubility N/A Melting Point 85 °C
Formula C11H16BNO3 Boiling Point 382.268 °C at 760 mmHg
Molecular Weight 221.064 Flash Point 184.989 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 279262-23-6 (4-(Morpholinomethyl)phenylboronic acid) Hazard Symbols N/A
Synonyms

Boronicacid, [4-(4-morpholinylmethyl)phenyl]- (9CI);[4-(Morpholinomethyl)phenyl]boronic acid;boronic acid, B-[4-(4-morpholinylmethyl)phenyl]-;

Article Data 10

[4-(Morpholinomethyl)phenyl]boronic acid Synthetic route

110-91-8

morpholine

68162-47-0

4-bromomethylphenylboronic acid

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-bromomethylphenylboronic acid With N,N-diethanolaminomethyl polystyrene In dichloromethane at 20℃; for 1.66667h;
Stage #2: morpholine In 1-methyl-pyrrolidin-2-one at 20℃; for 5h;
Stage #3: In tetrahydrofuran; water at 20℃; Further stages.;		88%
In tetrahydrofuran for 2h; Heating / reflux;
With potassium carbonate In acetonitrile at 10 - 35℃; for 60h;449 mg

C11H14BF3NO(1-)*K(1+)

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

Conditions
ConditionsYield
With water; silica gel In ethyl acetate at 20℃; for 3h;87%
1072960-75-8

(OC4H8NCH2C6H4)BN(CH3)(CH2CO2)2

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

Conditions
ConditionsYield
With sodium hydroxide; water In tetrahydrofuran at 23℃; for 0.166667h; Inert atmosphere;76%

(2R)-4-(6-bromo-1-oxoisoquinolin2(1H)-yl)-2-methyl-2-(methylsulfonyl)-N-((tetrahydro-2H-pyran-2-yl)oxy)butanamide

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

(2R)-2-methyl-2-(methylsulfonyl)-4-(6-(4-(morpholinomethyl)phenyl)-1-oxoisoquinolin-2(1H)-yl)-N-((tetrahydro-2H-pyran-2-yl)oxy)butanamide

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 120℃; for 0.5h; Sealed tube; Microwave irradiation;96%

C25H30BrN3O4

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

6-(4-morpholin-4-ylmethylphenyl)-4-(tetrahydropyran-4-yl)-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid (1-methyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinolin-4-ylmethyl)amide

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 100℃; for 3h; Suzuki Coupling; Inert atmosphere;89%

6-bromo-3-iodo-2-(naphthalen-1-ylmethoxy)quinoline

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

6-bromo-3-(4-(morpholinomethyl)phenyl)-2-(naphthalen-1-ylmethoxy)quinoline

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 80℃; Suzuki-Miyaura Coupling;86.8%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 80℃; for 10h;76.15%

(R)-ethyl 4-(7-bromo-4-oxoquinazolin-3(4H)-yl)-2-methyl-2-(methylsulfonyl)butanoate

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

(R)-ethyl 2-methyl-2-(methylsulfonyl)-4-(7-(4-(morpholinomethyl)phenyl)-4-oxoquinazolin-3(4H)-yl)butanoate

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate at 110℃; for 0.5h; Microwave irradiation;86%

5-bromo-3-(ethyl (tetrahydro-2H-pyran-4-yl)amino)-2-methyl-N-((1-methyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinolin-4-yl)methyl)benzamide

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4-methyl-N-((1-methyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinolin-4-yl)methyl)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 100℃; for 4h; Suzuki Coupling; Inert atmosphere;85%
889939-26-8

4-bromo-2-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

942920-82-3

4-bromo-2-[4-(N-morpholinylmethyl)phenyl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In water; N,N-dimethyl-formamide at 100℃; for 16h; Suzuki coupling; Inert atmosphere;84%

(R)-ethyl 4-(7-bromo-8-methyl-4-oxoquinazolin-3(4H)-yl)-2-methyl-2-(methylsulfonyl)butanoate

279262-23-6

4-(4-morpholin-1-ylmethyl)phenylboronic acid

(R)-ethyl 2-methyl-4-(8-methyl-7-(4-(morpholinomethyl)phenyl)-4-oxoquinazolin-3(4H)-yl)-2-(methylsulfonyl)butanoate

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 110℃; for 0.5h; Inert atmosphere;82%

[4-(Morpholinomethyl)phenyl]boronic acid Specification

The IUPAC name of this chemical is [4-(Morpholinomethyl)phenyl]boronic acid. With the CAS registry number 279262-23-6, it is also named as Boronic acid,B-[4-(4-morpholinylmethyl)phenyl]-. In addition, the molecular formula is C11H16BNO3 and the molecular weight is 221.06. It should be stored in a cool and dry place.

Physical properties about [4-(Morpholinomethyl)phenyl]boronic acid are: (1)ACD/LogP: 0.47; (2)ACD/LogD (pH 5.5): -1 ; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 2; (6)ACD/KOC (pH 7.4): 33; (7)#H bond acceptors: 4; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 52.93 Å2; (11)Index of Refraction: 1.57; (12)Molar Refractivity: 60.019 cm3; (13)Molar Volume: 182.961 cm3; (14)Polarizability: 23.794 ×10-24cm3; (15)Surface Tension: 50.393 dyne/cm; (16)Density: 1.208 g/cm3; (17)Flash Point: 184.989 °C; (18)Enthalpy of Vaporization: 66.523 kJ/mol; (19)Boiling Point: 382.268 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: OB(O)c1ccc(cc1)CN2CCOCC2
(2)InChI: InChI=1/C11H16BNO3/c14-12(15)11-3-1-10(2-4-11)9-13-5-7-16-8-6-13/h1-4,14-15H,5-9H2
(3)InChIKey: QPFDUULIDNELSE-UHFFFAOYAQ

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