| Identification | Back Directory | [Name]
1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine | [CAS]
1220696-34-3 | [Synonyms]
1-Methyl-1H-pyrrolo[2,3-b]pyridine-5-boronic Acid Pinacol Ester
(1-METHYL-1H-PYRROLO[2,3-B]PYRIDIN-5-YL)BORONIC ACID PINACOL ESTER
1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine
1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine
1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine
1H-Pyrrolo[2,3-b]pyridine, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- | [Molecular Formula]
C14H19BN2O2 | [MDL Number]
MFCD16995982 | [MOL File]
1220696-34-3.mol | [Molecular Weight]
258.124 |
| Chemical Properties | Back Directory | [Boiling point ]
399.6±22.0 °C(Predicted) | [density ]
1.11±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
5.37±0.30(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C14H19BN2O2/c1-13(2)14(3,4)19-15(18-13)11-8-10-6-7-17(5)12(10)16-9-11/h6-9H,1-5H3 | [InChIKey]
HQQDRRKOLDTGHY-UHFFFAOYSA-N | [SMILES]
C12N(C)C=CC1=CC(B1OC(C)(C)C(C)(C)O1)=CN=2 |
| Hazard Information | Back Directory | [Synthesis]
Step 2: Synthesis of 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (Compounds 1-3)
Under nitrogen protection, pinacol ester of bis(boronic acid) (11.26 g, 43.6 mmol), PdCl2(dppf) (814 mg, 1.11 mmol) and potassium acetate (6.53 g, 32.7 mmol) were sequentially added to a 50-bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine (4.6 g, 21.8 mmol) containing 5-bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine (4.6 g, 21.8 mmol). mL of 1,4-dioxane solution. The reaction mixture was stirred vigorously at 90°C for 8 hours. Upon completion of the reaction, the mixture was filtered and the filtrate was concentrated under reduced pressure to give the crude product compounds 1-3 (13.9 g), which could be used in the next step of the reaction without further purification. Mass spectrum (ESI) m/z: 259.1 [M + H]+. | [References]
[1] Patent: US2017/8889, 2017, A1. Location in patent: Paragraph 0149; 0151 |
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