(1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL
(1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL Basic information
- Product Name:
- (1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL
- Synonyms:
-
- (1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL
- 5-HYDROXYMETHYL-7-AZAINDOLE
- 1H-Pyrrolo[2,3-b]pyridine-5-methanol
- 5-(hydroxyMethyl)-1h-pyrrolo[2,3-b]pyridine
- CAS:
- 849067-97-6
- MF:
- C8H8N2O
- MW:
- 148.16
- Mol File:
- 849067-97-6.mol
(1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL Chemical Properties
- Melting point:
- 126-127°C
- Density
- 1.360±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- solid
- pka
- 13.84±0.10(Predicted)
- Appearance
- White to off-white Solid
Safety Information
- Hazard Codes
- Xi
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2933998090
(1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL Usage And Synthesis
Uses
(1H-Pyrrolo[2,3-b]pyridin-5-yl)methanol is used as a pharmaceutical intermediate.
Synthesis
849067-96-5
849067-97-6
General procedure for the synthesis of (1H-pyrrolo[2,3-b]pyridin-5-yl)methanol from methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate: Step C: Preparation of (1H-pyrrolo[2,3-b]pyridin-5-yl)methanol [0249] Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate (75 mg, 0.394 mmol) was dissolved in THF at 0 °C and lithium aluminum hydride (45 mg, 1.18 mmol) was added slowly. The reaction mixture was gradually warmed to room temperature followed by refluxing for 12 hours. After completion of the reaction, it was cooled to room temperature and quenched with water. The reaction mixture was extracted with ethyl acetate, the organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated to give (1H-pyrrolo[2,3-b]pyridin-5-yl)methanol (57 mg, 98% yield). Product characterization data: 1H NMR (500 MHz, DMSO-d6) δ: 11.50 (1H, bs), 8.166-8.163 (1H, d), 7.862-7.860 (1H, d), 7.43-7.42 (1H, d), 6.41-6.40 (1H, d), 5.10-5.08 (1H, t), 4.58-4.57 ( 2H, d). FIA MS, m/z [MH]+ 149.1.
References
[1] Patent: WO2005/28475, 2005, A2. Location in patent: Page/Page column 142-143; 222
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(1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL(849067-97-6)Related Product Information
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