ChemicalBook > CAS DataBase List > 4-Iodo-2-methoxypyridine-3-carboxaldehyde

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
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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)
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Safety

HazardClass 
IRRITANT
HS Code 
2933399990
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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.

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N-Bromosuccinimide Price

TRC
Product number
I708570
Product name
4-Iodo-2-methoxy-3-pyridinecarboxaldehyde
Packaging
1g
Price
$130
Updated
2021/12/16
AK Scientific
Product number
N228
Product name
4-Iodo-2-methoxypyridine-3-carboxaldehyde
Packaging
1g
Price
$67
Updated
2021/12/16
Matrix Scientific
Product number
054277
Product name
4-Iodo-2-methoxynicotinaldehyde
Purity
95+%
Packaging
1g
Price
$80
Updated
2021/12/16
Matrix Scientific
Product number
054277
Product name
4-Iodo-2-methoxynicotinaldehyde
Purity
95+%
Packaging
5g
Price
$240
Updated
2021/12/16
SynQuest Laboratories
Product number
4H15-H-04
Product name
4-Iodo-2-methoxynicotinaldehyde
Packaging
1g
Price
$141
Updated
2021/12/16
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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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4-Iodo-2-methoxypyridine-3-carboxaldehyde Suppliers

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View Lastest Price from 4-Iodo-2-methoxypyridine-3-carboxaldehyde manufacturers

Henan Aochuang Chemical Co.,Ltd.
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
Dideu Industries Group Limited
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
Career Henan Chemical Co
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

158669-26-2, 4-Iodo-2-methoxypyridine-3-carboxaldehydeRelated Search:


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  • 4-iodo-2-methoxypyridine-3-carboxadehyde
  • 4-Iodo-2-methoxy-3-pyridinecarboxaldehyde
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