|
|
| | tert-Butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate Basic information |
| Product Name: | tert-Butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate | | Synonyms: | 3-Bromo-1H-pyrrolo[2,3-b]pyridine, N-BOC protected;1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid,3-bromo-, 1,1-dimethylethyl ester;1-Boc-3-bromo-7-azaindole;3-Bromo-1H-pyrrolo[2,3-b]pyridine, N1-BOC protected;tert-Butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, 3-Bromo-1-(tert-butoxycarbonyl)-1H-pyrrolo[2,3-b]pyridine;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 | | CAS: | 226085-17-2 | | MF: | C12H13BrN2O2 | | MW: | 297.15 | | EINECS: | | | Product Categories: | Heterocycle-Pyridine series | | Mol File: | 226085-17-2.mol | ![tert-Butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate Structure](CAS/GIF/226085-17-2.gif) |
| | tert-Butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate Chemical Properties |
| 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 Codes | Xi | | HazardClass | IRRITANT | | HS Code | 2933399990 |
| | tert-Butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate Usage And Synthesis |
| 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 |
| | tert-Butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate Preparation Products And Raw materials |
|