ChemicalBook > CAS DataBase List > 3-formyl-1H-Indole-4-carboxylic acid methyl ester

3-formyl-1H-Indole-4-carboxylic acid methyl ester

Product Name
3-formyl-1H-Indole-4-carboxylic acid methyl ester
CAS No.
53462-88-7
Chemical Name
3-formyl-1H-Indole-4-carboxylic acid methyl ester
Synonyms
Methyl 3-formyl-1H-indole-4-carboxylate;3-Formylindole-4-carboxylic acid methyl ester;3-Formyl-1H-indole-4-carboxylic acid methyl ester;methyl 3-formyl-1H-indole-4-carboxylate - [M86909];1H-indole-4-carboxylic acid, 3-formyl-, methyl ester;4-(Methoxycarbonyl)-1H-indole-3-carboxaldehyde, 3-Formyl-4-(methoxycarbonyl)-1H-indole
CBNumber
CB61470842
Molecular Formula
C11H9NO3
Formula Weight
203.19
MOL File
53462-88-7.mol
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3-formyl-1H-Indole-4-carboxylic acid methyl ester Property

Melting point:
134-135 °C(Solv: benzene (71-43-2))
Boiling point:
404.4±25.0 °C(Predicted)
Density 
1.341±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
14.30±0.30(Predicted)
Appearance
White to off-white Solid
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Safety

HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P271Use only outdoors or in a well-ventilated area.

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N-Bromosuccinimide Price

TRC
Product number
M305515
Product name
Methyl3-formylindole-4-carboxylate
Packaging
250mg
Price
$55
Updated
2021/12/16
SynQuest Laboratories
Product number
4H56-1-3V
Product name
Methyl 3-formyl-1H-indole-4-carboxylate
Packaging
250mg
Price
$35
Updated
2021/12/16
AK Scientific
Product number
V6464
Product name
Methyl3-formylindole-4-carboxylate
Packaging
100mg
Price
$68
Updated
2021/12/16
SynQuest Laboratories
Product number
4H56-1-3V
Product name
Methyl 3-formyl-1H-indole-4-carboxylate
Packaging
1g
Price
$90
Updated
2021/12/16
AK Scientific
Product number
V6464
Product name
Methyl3-formylindole-4-carboxylate
Packaging
1g
Price
$130
Updated
2021/12/16
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3-formyl-1H-Indole-4-carboxylic acid methyl ester Chemical Properties,Usage,Production

Synthesis

39830-66-5

68-12-2

53462-88-7

GENERAL STEPS: A dichloromethane (DCM) solution of 2M oxalyl dichloride (1.712 mL, 3.425 mmol) was added slowly and dropwise to ice-water-bath-cooled DCM (15 mL) under nitrogen protection. Subsequently, N,N-dimethylformamide (0.250 g, 3.425 mmol) was added dropwise and the reaction mixture was stirred at 0 °C for 30 min. Next, a solution of methyl 1H-indole-4-carboxylate (0.5 g, 2.854 mmol) in DCM (10 mL) was added. The reaction mixture was gradually warmed up to room temperature and stirring was continued for 1 hour. Upon completion of the reaction, the solvent was removed under reduced pressure. THF (15 mL) and 20% aqueous ammonium acetate were added to the residue and the mixture was stirred at reflux for 30 min at 70 °C. The reaction mixture was cooled and extracted with ethyl acetate. The organic phases were combined and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with 90% ethyl acetate/hexane as eluent to afford methyl 3-formyl-1H-indole-4-carboxylate (551 mg, 95.0% yield) as a white solid.LCMS m/z = 204.2 [M + H]+. 1H NMR (400 MHz, CDCl3) δ ppm: 4.00 (s, 3H), 7.34 ( t, J = 7.8 Hz, 1H), 7.63 (dd, J = 8.0 and 1.0 Hz, 1H), 7.87 (dd, J = 7.5 and 1.0 Hz, 1H), 8.10 (d, J = 3.2 Hz, 1H), 9.08 (br s, 1H), 10.53 (s, 1H).

References

[1] Patent: WO2016/176177, 2016, A1. Location in patent: Page/Page column 81
[2] Patent: CN103772395, 2016, B. Location in patent: Paragraph 0053-0057
[3] Patent: WO2013/37960, 2013, A1. Location in patent: Page/Page column 82
[4] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 6, p. 1793 - 1798
[5] Organic Letters, 2009, vol. 11, # 22, p. 5214 - 5217

3-formyl-1H-Indole-4-carboxylic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-formyl-1H-Indole-4-carboxylic acid methyl ester manufacturers

Career Henan Chemical Co
Product
3-formyl-1H-Indole-4-carboxylic acid methyl ester 53462-88-7
Price
US $5.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2020-01-12

53462-88-7, 3-formyl-1H-Indole-4-carboxylic acid methyl esterRelated Search:

Indole-4-carboxylic acid Methyl indole-4-carboxylate Methyl 3-cyanoindole-4-carboxylate Methyl indole-1-acetate Indole-4-carboxaldehyde Indole-6-carboxylic acid Methyl indole-2-carboxylate Indole-6-carboxaldehyde methyl indoline-5-carboxylate INDOLE-2-ACETIC ACID Indole-6-boronic acid pinacol ester Indole-3-acetone Methyl 1H-indole-7-carboxylate 3-Indoleacetonitrile 3-Indolepropionic acid Ethyl 3-indoleacetate ETHYL INDOLE-2-ACETATE 1H-indole-3-propylamine

  • 1H-indole-4-carboxylic acid, 3-formyl-, methyl ester
  • 3-Formyl-1H-indole-4-carboxylic acid methyl ester
  • Methyl 3-formyl-1H-indole-4-carboxylate
  • 3-Formylindole-4-carboxylic acid methyl ester
  • 4-(Methoxycarbonyl)-1H-indole-3-carboxaldehyde, 3-Formyl-4-(methoxycarbonyl)-1H-indole
  • methyl 3-formyl-1H-indole-4-carboxylate - [M86909]
  • 53462-88-7