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

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CAS:936902-12-4
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CAS:936902-12-4
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole Basic information
Product Name:5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole
Synonyms:5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole;Benzooxazole-5-boronic acid pinacol ester;1,3-Benzoxazole-5-boronic acid, pinacol ester;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole;benzo[d]oxazol-5-ylboronic acid pinacol ester;Benzo[d]oxazole-5-boronic acid pinacol ester;Benzooxazole-5-boronic acid pinacol ester 97%;Benzoxazole-5-boronic Acid Pinacol Ester
CAS:936902-12-4
MF:C13H16BNO3
MW:245.08
EINECS:
Product Categories:
Mol File:936902-12-4.mol
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole Structure
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole Chemical Properties
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
pka0.17±0.10(Predicted)
AppearanceWhite to yellow Solid
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
WGK Germany 3
HS Code 2934999090
MSDS Information
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole Usage And Synthesis
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
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole Preparation Products And Raw materials
Raw materials5-BROMO-BENZOOXAZOLE-->Bis(pinacolato)diboron-->Potassium Acetate-->[1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)-->1,4-Dioxane
Tag:5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole(936902-12-4) Related Product Information
1,3-BENZOXAZOLE-5-CARBOXYLIC ACID 4-Benzothiazolecarboxylic acid 7-Benzothiazolamine (9CI) Benzo[1,2-d:4,5-d]bisthiazole-2,6-diamine (9CI) BENZOOXAZOLE-2-CARBOXYLIC ACID METHYL ESTER Benzo[d]thiazole-7-carbonitrile Benzo[b]thiophen-3-ylaMine hydrochloride 5-Benzothiazolecarboxylicacid,methylester(9CI) 1-Benzothien-7-ylboronic acid benzo[h]isoquinoline Benzo[D]oxazol-6-ylboronicacid 5-BENZOXAZOLOL Benzo[b]thiophene-3-boronic acid pinacol ester, 95% 7-Benzothiazolecarboxaldehyde(9CI) BENZO[D]ISOXAZOL-7-OL BENZO(F)ISOQUINOLINE Benzoxazole-6-boronic Acid Pinacol Ester 2,1,3-BENZOTHIADIAZOL-4-YLMETHYLAMINE,97%

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