1-(Triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol

CAS NO.：685514-01-6
Empirical Formula: C16H26N2OSi
Molecular Weight: 290.48
MDL number: MFCD11616408
SAFETY DATA SHEET (SDS)
Update Date: 2025-10-14 17:27:26

What is 1-(Triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol?

Synthesis

Add 10.8g (34mmol) of (1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid and 120mL of tetrahydrofuran to a round bottom flask equipped with a magnetic stirrer, an inert gas source and a separating funnel, and stir to dissolve; Add 34mL of 1mol/L sodium hydroxide solution and 4.60g (40.6mmol) of 30% hydrogen peroxide dropwise at 0°C. After the addition, React at 0°C for 1 hour and detect the reaction by TLC. Add 4.8g (20.24mmol) of sodium thiosulfate, adjust to pH=5 with 2mol/L hydrochloric acid, extract with ethyl acetate (2x200mL), combine the organic phases, wash with saturated brine in turn, dry with a sodium sulfate, and reduce Concentrate under pressure. The residue was purified by silica gel column chromatography [eluent: dichloromethane] to obtain 1-(Triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol 9.4g, yield 95.0%.
1H-Pyrrolo[2,3-b]pyridin-5-ol, 1-[tris(1-methylethyl)silyl]-

Properties of 1-(Triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol

Boiling point:	341.6±35.0 °C(Predicted)
Density	1.03±0.1 g/cm3(Predicted)
pka	8.50±0.40(Predicted)

Safety information for 1-(Triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P330:Rinse mouth. P362:Take off contaminated clothing and wash before reuse. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. P405:Store locked up. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P501:Dispose of contents/container to..…