| Identification | Back Directory | [Name]
1-(tert-Butoxycarbonyl)-3-formyl-7-azaindole, 3-Formyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester | [CAS]
144657-66-9 | [Synonyms]
1-Boc-3-formyl-7-azaindole
1-Boc-7-azaindole-3-carboxaldehyde
1-(tert-Butyloxycarbonyl)-3-formyl-7-azaindole
tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate
TERT-BUTYL 3-FORMYL-1H-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLATEr
1-(tert-Butoxycarbonyl)-3-formyl-7-azaindole, 3-Formyl-pyrro...
1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester
1-(tert-Butoxycarbonyl)-3-formyl-7-azaindole, 3-Formyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester | [Molecular Formula]
C13H14N2O3 | [MDL Number]
MFCD11045434 | [MOL File]
144657-66-9.mol | [Molecular Weight]
246.27 |
| Chemical Properties | Back Directory | [Melting point ]
124-129 °C | [Boiling point ]
389.6±45.0 °C(Predicted) | [density ]
1.20±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C, stored under nitrogen | [form ]
powder | [pka]
1.35±0.30(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Chemical Properties]
Beige powder | [Uses]
tert-Butyl 3-Formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate is a useful reagent in study of eletrophilic fragment-based design of reversible covalent kinase inhibitors. | [Synthesis]
To a round bottom flask was added 1H-pyrrolo[2,3-B]pyridine-3-carboxaldehyde (6.6 g, 45 mmol), di-tert-butyl dicarbonate (10.7 g, 50 mmol), 4-dimethylaminopyridine (55 mg, 0.45 mmol), and triethylamine (13 g, 130 mmol), followed by methylene chloride (50 mL). The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the mixture was concentrated to dryness and purified by fast column chromatography to afford the target product 1-Boc-7-azaindole-3-carbaldehyde (9.8 g, 89% yield). | [References]
[1] Patent: WO2011/23081, 2011, A1. Location in patent: Page/Page column 55
[2] Patent: WO2017/37116, 2017, A1. Location in patent: Page/Page column 143
[3] Canadian Journal of Chemistry, 1992, vol. 70, # 5, p. 1531 - 1536
[4] Patent: WO2011/20193, 2011, A1. Location in patent: Page/Page column 36
[5] Patent: WO2013/45516, 2013, A1. Location in patent: Page/Page column 129; 197 |
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