ChemicalBook > CAS DataBase List > methyl indoline-5-carboxylate

methyl indoline-5-carboxylate

Product Name
methyl indoline-5-carboxylate
CAS No.
141452-01-9
Chemical Name
methyl indoline-5-carboxylate
Synonyms
methyl indoline-5-carboxylate;Methyl 2,3-dihydro-1H-indole-5-carboxylate;2,3-Dihydro-1H-indol-5-carboxylic acid methyl ester;1H-Indole-5-carboxylicacid, 2,3-dihydro-, methyl ester
CBNumber
CB31094203
Molecular Formula
C10H11NO2
Formula Weight
177.2
MOL File
141452-01-9.mol
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methyl indoline-5-carboxylate Property

Melting point:
67-69 °C
Boiling point:
331.0±31.0 °C(Predicted)
Density 
1.162±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
DMSO (Sparingly), Methanol (Slightly)
form 
Solid
pka
2.65±0.20(Predicted)
color 
Off-White
InChI
InChI=1S/C10H11NO2/c1-13-10(12)8-2-3-9-7(6-8)4-5-11-9/h2-3,6,11H,4-5H2,1H3
InChIKey
VVAPQJBMJBCZMH-UHFFFAOYSA-N
SMILES
N1C2=C(C=C(C(OC)=O)C=C2)CC1
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC
Product number
M313618
Product name
Methylindoline-5-carboxylate
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
M313618
Product name
Methylindoline-5-carboxylate
Packaging
500mg
Price
$50
Updated
2021/12/16
Matrix Scientific
Product number
073567
Product name
Methyl indoline-5-carboxylate
Purity
95+%
Packaging
1g
Price
$69
Updated
2021/12/16
AK Scientific
Product number
W3078
Product name
methylindoline-5-carboxylate
Packaging
1g
Price
$124
Updated
2021/12/16
Matrix Scientific
Product number
073567
Product name
Methyl indoline-5-carboxylate
Purity
95+%
Packaging
5g
Price
$217
Updated
2021/12/16
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methyl indoline-5-carboxylate Chemical Properties,Usage,Production

Synthesis

1011-65-0

141452-01-9

The general procedure for the synthesis of indoline-5-carboxylic acid methyl ester from indole-5-carboxylic acid was as follows: to a 10 mL solution of 1H-indole-5-carboxylic acid methyl ester (1 g, 5.71 mmol) in acetic acid was slowly added sodium cyano-borohydride (1.08 g, 17.18 mmol) at 0 °C, with the addition time being controlled to be within 5 minutes. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, water (3 mL) was added and all solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate (150 mL) and saturated sodium bicarbonate solution (150 mL) for liquid-liquid separation. The aqueous phase was further extracted with ethyl acetate (3 x 75 mL). All organic phases were combined, washed with saturated saline (150 mL), dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by fast column chromatography (eluent: 0-50% hexane solution of ethyl acetate containing 0.1% triethylamine) to afford the target product methyl indoline-5-carboxylate (0.99 g, 99% yield).

References

[1] Patent: WO2010/149685, 2010, A1. Location in patent: Page/Page column 51
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 20, p. 5684 - 5688
[3] Patent: US2015/368195, 2015, A1. Location in patent: Paragraph 0072
[4] Organic and Biomolecular Chemistry, 2014, vol. 12, # 44, p. 8966 - 8976
[5] Journal of Medicinal Chemistry, 2006, vol. 49, # 14, p. 4425 - 4436

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Raw materials

Preparation Products

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View Lastest Price from methyl indoline-5-carboxylate manufacturers

Chemwill Asia Co.,Ltd.
Product
Methyl-indole-5-carboxylate in stock Factory 141452-01-9
Price
US $1.00/KG
Min. Order
1KG
Purity
TOP 3 Factory in China
Supply Ability
Top 3 production capacity Factory
Release date
2019-04-03
Career Henan Chemical Co
Product
methyl indoline-5-carboxylate 141452-01-9
Price
US $8.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10tons
Release date
2018-12-24

141452-01-9, methyl indoline-5-carboxylateRelated Search:

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  • 1H-Indole-5-carboxylicacid, 2,3-dihydro-, methyl ester
  • methyl indoline-5-carboxylate
  • Methyl 2,3-dihydro-1H-indole-5-carboxylate
  • 2,3-Dihydro-1H-indol-5-carboxylic acid methyl ester
  • 141452-01-9