| Identification | Back Directory | [Name]
1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-3-boronic acid pinacol ester | [CAS]
886547-94-0 | [Synonyms]
1-(Phenylsulfonyl)-7-Azai...
1-(Phenylsulfonyl)-7-Azaindole-3-boronic acid pinacol
1-(Phenylsulfonyl)-7-Azaindole-3-boronic acid pinacol ester
1-(Phenylsulfonyl)-7-azaindole-3-boronic acid, poinacol ester
1-Phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-3-boronic acid pinacol ester
1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-3-boronic acid pinacol ester
(1-(PHENYLSULFONYL)-1H-PYRROLO[2,3-B]PYRIDIN-3-YL)BORONIC ACID PINACOL ESTER
1-(benzenesulfonyl)-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-pyrrolo[2,3-b]pyridine
1-(Phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine
1-(Benzenesulfonyl)-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine
1-(phenylsulfonyl)-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine
1H-Pyrrolo[2,3-b]pyridine, 1-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- | [Molecular Formula]
C19H21BN2O4S | [MDL Number]
MFCD09999194 | [MOL File]
886547-94-0.mol | [Molecular Weight]
384.27 |
| Chemical Properties | Back Directory | [Melting point ]
355-360°C | [storage temp. ]
Storage temp. 2-8°C | [form ]
solid | [Appearance]
White to light brown Solid | [InChI]
1S/C19H21BN2O4S/c1-18(2)19(3,4)26-20(25-18)16-13-22(17-15(16)11-8-12-21-17)27(23,24)14-9-6-5-7-10-14/h5-13H,1-4H3 | [InChIKey]
KZANVIJXSQABKR-UHFFFAOYSA-N | [SMILES]
CC1(C)OB(OC1(C)C)c2cn(c3ncccc23)S(=O)(=O)c4ccccc4 |
| Questions And Answer | Back Directory | [Application]
1-Benzenesulfonylpyrrolopyridine-3-boronate is a carboxylic acid ester derivative that has wide applications in organic synthesis. |
| Hazard Information | Back Directory | [Synthesis]
General procedure: 3-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (4.2 g, 10.9 mmol), bis(pinacolato)diboron (5.6 g, 21.8 mmol), potassium acetate (3.2 g, 32.7 mmol) and Pd(dppf)Cl2-CH2Cl2 (788 mg, 0.982 mmol) The mixture in DMF (40 mL) was placed in a sealed tube and the reaction was stirred at 90 °C for 2 hours. Upon completion of the reaction, the reaction solution was cooled to room temperature, cooled by the addition of ice water, and the pH was adjusted to 12-14 with 6N NaOH solution.Subsequently, the aqueous phase was extracted with dichloromethane (DCM). The aqueous phase was acidified to pH~1 with 6N HCl and then extracted again with DCM several times. All organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), and concentrated to give 1-benzenesulfonyl pyrrolidinopyridine-3-boronate (4.2 g, quantitative yield) as a brown solid, which could be used in the subsequent reaction without further purification. lCMS analysis showed m/e 386 (boronate M + H)+, 303 (boronic acid M + H)+. | [References]
[1] Patent: WO2007/76423, 2007, A2. Location in patent: Page/Page column 53 |
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