| Identification | Back Directory | [Name]
TERT-BUTYL 3-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLATE | [CAS]
226085-17-2 | [Synonyms]
1-Boc-3-bromo-7-azaindole
3-Bromo-1H-pyrrolo[2,3-b]pyridine, N-BOC protected
3-Bromo-1H-pyrrolo[2,3-b]pyridine, N1-BOC protected
tert-Butyl 3-broMopyrrolo[2,3-b]pyridine-1-carboxylate
TERT-BUTYL 3-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLAT
TERT-BUTYL 3-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLATE
1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid,3-bromo-, 1,1-dimethylethyl ester
tert-Butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, 3-Bromo-1-(tert-butoxycarbonyl)-1H-pyrrolo[2,3-b]pyridine | [Molecular Formula]
C12H13BrN2O2 | [MDL Number]
MFCD08689737 | [MOL File]
226085-17-2.mol | [Molecular Weight]
297.148 |
| Chemical Properties | Back Directory | [Boiling point ]
376.7±45.0 °C(Predicted) | [density ]
1.46±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
1.65±0.30(Predicted) | [Appearance]
Light yellow to yellow Liquid |
| Hazard Information | Back Directory | [Synthesis]
Under nitrogen atmosphere, 3-bromo-1H-pyrrolo[2,3-b]pyridine (0.10 g, 0.50 mmol) was dissolved in tetrahydrofuran (THF, 4.0 mL) followed by the addition of 4-dimethylaminopyridine (DMAP, 0.006 g, 0.06 mmol). The reaction mixture was cooled to -20 °C and di-tert-butyl dicarbonate (Boc anhydride, 122 μL, 0.56 mmol) was slowly added. The reaction mixture was gradually warmed to room temperature and stirred continuously for 2 hours. The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, water (20 mL) was added to the mixture and extracted with ethyl acetate (EtOAc, 3 × 50 mL). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated. The crude product was purified by silica gel column chromatography (60-120 mesh, 5% ethyl acetate-hexane as eluent) to afford the target product 1-BOC-3-bromo-7-azaindole as an oil (0.12 g, 79% yield). | [References]
[1] Synthesis, 1999, # 4, p. 615 - 620
[2] Patent: WO2009/74812, 2009, A1. Location in patent: Page/Page column 59 |
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