4-Iodo-2-methoxypyridine-3-carboxaldehyde
- Product Name
- 4-Iodo-2-methoxypyridine-3-carboxaldehyde
- CAS No.
- 158669-26-2
- Chemical Name
- 4-Iodo-2-methoxypyridine-3-carboxaldehyde
- Synonyms
- 4-IODO-2-METHOXYNICOTINALDEHYDE;4-iodo-2-methoxypyridine-3-carbaldehyde;4-Iodo-2-Methoxypyridine-3-carboaldehyde;4-iodo-2-methoxypyridine-3-carboxadehyde;4-IODO-2-METHOXYPYRIDINE-3-CARBOXALDEHYDE;4-Iodo-2-methoxy-3-pyridinecarboxaldehyde;2-Methoxy-4-iodo-3-pyridinecarboxyaldehyde;4-Iodo-2-methoxypyridine-3-carboxyaldehyde;3-Pyridinecarboxaldehyde, 4-iodo-2-methoxy-;4-Iodo-2-methoxypyridine-3-carboxaldehyde,95%
- CBNumber
- CB3153824
- Molecular Formula
- C7H6INO2
- Formula Weight
- 263.03
- MOL File
- 158669-26-2.mol
4-Iodo-2-methoxypyridine-3-carboxaldehyde Property
- Boiling point:
- 328.3±42.0 °C(Predicted)
- Density
- 1.873±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 0.21±0.18(Predicted)
- form
- Solid
- Appearance
- Light yellow to yellow Solid
- Sensitive
- Light Sensitive
- InChI
- InChI=1S/C7H6INO2/c1-11-7-5(4-10)6(8)2-3-9-7/h2-4H,1H3
- InChIKey
- GNBKAOHTTIVAMT-UHFFFAOYSA-N
- SMILES
- C1(OC)=NC=CC(I)=C1C=O
- CAS DataBase Reference
- 158669-26-2(CAS DataBase Reference)
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- I708570
- Product name
- 4-Iodo-2-methoxy-3-pyridinecarboxaldehyde
- Packaging
- 1g
- Price
- $130
- Updated
- 2021/12/16
- Product number
- N228
- Product name
- 4-Iodo-2-methoxypyridine-3-carboxaldehyde
- Packaging
- 1g
- Price
- $67
- Updated
- 2021/12/16
- Product number
- 054277
- Product name
- 4-Iodo-2-methoxynicotinaldehyde
- Purity
- 95+%
- Packaging
- 1g
- Price
- $80
- Updated
- 2021/12/16
- Product number
- 4H15-H-04
- Product name
- 4-Iodo-2-methoxynicotinaldehyde
- Packaging
- 1g
- Price
- $141
- Updated
- 2021/12/16
- Product number
- 054277
- Product name
- 4-Iodo-2-methoxynicotinaldehyde
- Purity
- 95+%
- Packaging
- 5g
- Price
- $240
- Updated
- 2021/12/16
4-Iodo-2-methoxypyridine-3-carboxaldehyde Chemical Properties,Usage,Production
Uses
This compound is used in the synthesis of insulin-like growth factor 1-receptor inhibitors that display anti-tumor activity.
Uses
4-Iodo-2-methoxypyridine-3-carboxaldehyde is used in the synthesis of insulin-like growth factor 1-receptor inhibitors that display anti-tumor activity.
Synthesis
916851-24-6
158669-26-2
General procedure for the synthesis of 4-iodo-2-methoxypyridine-3-carboxaldehyde (DeTMS-PM): tert-butyl lithium (1.5 M in n-pentane, 6.9 mL, 9.16 x 1.1 mmol) was added slowly and dropwise to a solution of 2-methoxypyridine (1.00 g, 9.16 mmol) in dry THF (7.5 mL) at -75 °C to -60 °C and stirred at the same temperature for 1 hour. Subsequently, a solution of anhydrous THF (10 mL) of FEO (1.44 g, 9.16 x 1.2 mmol) was added dropwise at the same temperature and stirring was continued for 30 min. The temperature of the reaction system was raised to about -23 °C, ethylene glycol dimethyl ether (DME, organic synthesis grade, 7.5 mL) was added, followed by dropwise addition of n-butyllithium (1.6 M in hexane, 9.9 mL, 9.16 x 1.7 mmol), and the reaction was maintained between -15 °C and -25 °C and stirred for 2 hours at about -23 °C. The mixture was cooled to about -70 °C, a solution of iodine (4.42 g, 9.16 x 1.9 mmol) in DME (10 mL) was added quickly and stirred at about -70 °C for 30 minutes. After warming to room temperature, 10% Na2SO3 solution (in appropriate amount until the color of iodine disappeared) was added and stirred for 10 min, followed by extraction with water, brine and ethyl acetate (50 mL). The organic layer was separated, dried with Na2SO4, filtered and concentrated to dryness. The residue (brown solid) was dissolved in chloroform and purified by medium-pressure silica gel column chromatography (n-hexane: ethyl acetate = 1000:1 → 100:1). The desired grades were collected and concentrated to dryness to give DeTMS-PM (1.31 g, 4.98 mmol, 54%) as a yellow solid. The product was confirmed by 1H-NMR (400 MHz, CDCl3): δ 4.05 (3H, s, MeO), 7.54 (1H, d, J = 5.4 Hz, Aromatic-H), 7.85 (1H, d, J = 5.4 Hz, Aromatic-H), 10.21 (1H, s, CHO).IR (KBr) showed characteristic absorption peaks (cm-1): 2943, 1697 (CHO), 1543, 1458, 1362, 1015.EI-MS (m/z): 263 [M]+ (100%).
References
[1] Patent: EP1900740, 2008, A1. Location in patent: Page/Page column 14-15
4-Iodo-2-methoxypyridine-3-carboxaldehyde Preparation Products And Raw materials
Raw materials
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View Lastest Price from 4-Iodo-2-methoxypyridine-3-carboxaldehyde manufacturers
- Product
- 4-Iodo-2-methoxypyridine-3-carboxaldehyde 158669-26-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-13
- Product
- 4-Iodo-2-methoxypyridine-3-carboxaldehyde 158669-26-2
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-26
- Product
- 4-Iodo-2-methoxypyridine-3-carboxaldehyde 158669-26-2
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-12-14