2-Iodo-1H-pyrrolo[2,3-b]pyridine
- Product Name
- 2-Iodo-1H-pyrrolo[2,3-b]pyridine
- CAS No.
- 1227270-32-7
- Chemical Name
- 2-Iodo-1H-pyrrolo[2,3-b]pyridine
- Synonyms
- 2-Iodo-7-azaindole;2-Iodo-1H-pyrrolo[2,3-b]p...;2-Iodo-1H-pyrrolo[2,3-b]pyridine;1H-Pyrrolo[2,3-b]pyridine, 2-iodo-
- CBNumber
- CB22582577
- Molecular Formula
- C7H5IN2
- Formula Weight
- 244.03
- MOL File
- 1227270-32-7.mol
2-Iodo-1H-pyrrolo[2,3-b]pyridine Property
- Density
- 2.082
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 12.45±0.40(Predicted)
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P322Specific measures (see …on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P363Wash contaminated clothing before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- I737340
- Product name
- 2-Iodo-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- X9534
- Product name
- 2-Iodo-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 100mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- 3H32-H-57
- Product name
- 2-Iodo-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 250mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- X9534
- Product name
- 2-Iodo-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 1g
- Price
- $373
- Updated
- 2021/12/16
- Product number
- 3H32-H-57
- Product name
- 2-Iodo-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 1g
- Price
- $575
- Updated
- 2021/12/16
2-Iodo-1H-pyrrolo[2,3-b]pyridine Chemical Properties,Usage,Production
Synthesis
143141-23-5
1227270-32-7
4.2.7 Synthesis of 2-iodo-1H-pyrrolo[2,3-b]pyridine (7): 7-azaindole-1-benzenesulfonamide (509 mg, 1.97 mmol) was dissolved in tetrahydrofuran (THF, 20 mL) in a dry and nitrogen purged round bottom flask. The reaction solution was cooled to -60°C, followed by the slow addition of lithium diisopropylammonium (LDA, 1.97 mL, 3.95 mmol, 2M THF solution). After maintaining stirring at -60°C for 15 min, a THF (10 mL) solution of iodine (752 mg, 2.96 mmol) was added. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction was quenched by the addition of water (5 mL). The reaction mixture was diluted with ethyl acetate (EtOAc) and washed sequentially with 5% sodium thiosulfate solution, water and saturated sodium chloride solution. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by rapid chromatography on a silica gel column with cyclohexane/EtOAc (85:15) as eluent to give a mixture of 6 and 6'. The mixture was dissolved in 1,4-dioxane (10 mL) and sodium tert-butoxide (380 mg, 3.95 mmol) was added. The reaction mixture was stirred and refluxed for 2 hours. After cooling to room temperature, the reaction was quenched with water (20 mL) and extracted with EtOAc. The organic layer was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 418 mg of light orange solid product in 87% yield. The product was structurally confirmed by 1H NMR (300 MHz, DMSO-d6) and 13C NMR (75 MHz, DMSO-d6).
References
[1] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 701 - 719
[2] RSC Advances, 2013, vol. 3, # 36, p. 16144 - 16151
2-Iodo-1H-pyrrolo[2,3-b]pyridine Preparation Products And Raw materials
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