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936902-12-4

936902-12-4 Structure

936902-12-4 Structure
IdentificationBack Directory
[Name]

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole
[CAS]

936902-12-4
[Synonyms]

Benzoxazole-5-boronic Acid Pinacol Ester
Benzooxazole-5-boronic acid pinacol ester
Benzo[d]oxazole-5-boronic acid pinacol ester
Benzooxazole-5-boronic acid pinacol ester 97%
1,3-Benzoxazole-5-boronic acid, pinacol ester
benzo[d]oxazol-5-ylboronic acid pinacol ester
Benzoxazole, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazo...
[Molecular Formula]

C13H16BNO3
[MDL Number]

MFCD13181968
[MOL File]

936902-12-4.mol
[Molecular Weight]

245.08
Chemical PropertiesBack Directory
[Melting point ]

88-93°C
[Boiling point ]

350.1±15.0 °C(Predicted)
[density ]

1.14±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

solid
[pka]

0.17±0.10(Predicted)
[Appearance]

White to yellow Solid
[InChI]

1S/C13H16BNO3/c1-12(2)13(3,4)18-14(17-12)9-5-6-11-10(7-9)15-8-16-11/h5-8H,1-4H3
[InChIKey]

CHLWHHUKKHNQTH-UHFFFAOYSA-N
[SMILES]

CC1(C)OB(OC1(C)C)c2ccc3ocnc3c2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332
[Precautionary statements ]

P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22
[WGK Germany ]

3
[HS Code ]

2934999090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Spectrum DetailBack Directory
[Spectrum Detail]

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole(936902-12-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-BROMO-BENZOOXAZOLE

132244-31-6

Bis(pinacolato)diboron

73183-34-3

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole

936902-12-4

5-Bromobenzoxazole (1 g, 5.05 mmol), pinacol ester of bisboronic acid (1.54 g, 6.06 mmol), potassium acetate (1.49 g, 15.15 mmol) and Pd(dppf)Cl2 (184.76 mg, 0.25 mmol) were used as raw materials, and the above reagents were added to a reaction flask under nitrogen protection, using 1,4-dioxane as solvent. The reaction mixture was stirred at 100 °C for 8 hours. After completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure. The crude product was purified by column chromatography to afford 1.03 g of the target product benzoxazole-5-boronic acid pinacol ester in white powder form in 83.4% yield.

[References]

[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6337 - 6352
[2] Patent: CN108503634, 2018, A. Location in patent: Paragraph 0316; 0317; 0320; 0321
[3] Patent: US2016/318895, 2016, A1. Location in patent: Paragraph 0300
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 23, p. 10724 - 10738
[5] Patent: WO2011/14795, 2011, A2. Location in patent: Page/Page column 94
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