Product
  • Product
  • Supplier
  • Inquiry

    EN

    Home > Methyl1H-indole-7-carboxylate
    Methyl1H-indole-7-carboxylate structure

    Methyl1H-indole-7-carboxylate

    • CAS No:

      93247-78-0

    • Formula:

      C10H9NO2

    • Synonyms:

      RARECHEM AL BF 0640;Methyl 1H-indole-7-c;METHYL INDOLE-7-CARBOXYLATE;7-(Methoxycarbonyl)-1H-indole;METHYL 1H-INDOLE-7-CARBOXYLATE;7-INDOLECARBOXYLIC ACID METHYL ESTER;INDOLE-7-CARBOXYLIC ACID METHYL ESTER;1H-INDOLE-7-CARBOXYLIC ACID METHYL ESTER

    • China Export:

      From 2018.11 to 2019.11, total export volume of Methyl1H-indole-7-carboxylate from China was 112,377,052KG while total export value was $2,146,929,254. The biggest proportion of exporting volume in the last 12 months was 9.88% in 2019.03.

    Request for Quotation

    Basic Attributes

    • 93247-78-0

    • C10H9NO2

    • 175.18

    • 175.063324

    • 42.1

    • 1.9

    • FTLOEULOTNVCGF-UHFFFAOYSA-N

    • 2

    • 1

    • 0.10

    • 2

    Characteristics

    • 1.3±0.1 g/cm3

    • 47-48°C

    • 331.7°C at 760 mmHg

    • 154.4±20.4 °C

    • 1.639

    Safety Information

    • 2933990090

    • WGK 3 highly water endangering

    • R36/37/38

    • S26-S36/37/39-S37/39

    • Xi:Irritant;

    • P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

    • H315

    Production Methods

    To a solution of 1 H-indole-7-carboxylic acid (20 g, 124 mmol, 1 .0 eq) in MeOH (700 ml) was added H2S04 (1.2 g, 12 mmol, 0.1 eq) and the mixture was stirred at reflux for 20 hrs. Then, MeOH was evaporated by rotavapor and the residue was dissolved in ethyl acetate. The organic phase was washed with saturated Na2C03, brine, dried over Na2S04 and filtered. The solvent was removed under reduced pressure to give intermediate 1 (16.3 g, 75percent yield) as a yellow solid.1 g of indole-7-carboxylic acid was dissolved in 10 ml of methanol. 5 ml of trimethylsilyl diazomethane was added and the mixture was allowed to stand at room temperature for 30 minutes. 1 N acetic acid was added until the reaction solution became colorless, and the solvent was distilled off. The obtained substance was dissolved in distillation and adjusted to pH 8 and extracted with ethyl acetate. The ethyl acetate phase obtained was dried with anhydrous magnesium sulfate. This was dissolved in acetone and recrystallized, and the solvent was distilled off. As a result, 148.7 mg (yield: 13.7percent) of a compound was obtained. NMR, mass spectrum and melting point of this compound were measured, and the compound 4 having the structure of the general formula 5 was confirmed.1 g of indole-7-carboxylic acid was dissolved in 10 ml of methanol. 5 ml of trimethylsilyl diazomethane was added and the mixture was allowed to stand at room temperature for 30 minutes. 1 N acetic acid was added until the reaction solution became colorless, and the solvent was distilled off. The obtained substance was dissolved in distillation and adjusted to pH 8 and extracted with ethyl acetate. The ethyl acetate phase obtained was dried with anhydrous magnesium sulfate. This was dissolved in acetone and recrystallized, and the solvent was distilled off. As a result, 148.7 mg (yield: 13.7%) of a compound was obtained. NMR, mass spectrum and melting point of this compound were measured, and the compound 4 having the structure of the general formula 5 was confirmed.To a suspension of NaH (0.9 g, 60% in mineral oil, 1.5 eq) in 20 mL dry DMF under N2 was slowly added a solution of 4C (2.6 g, 1 eq) in 10 mL dry DMF. The mixture was stirred at room temperature for lhr. A solution of 4B (3 g, 1.0 eq) in 5 mL DMF was added. The resulting mixture was stirred at room temperature, overnight. The residue was suspended in 100 mL acetate and 20 mL hexane, then washed with water (3 times) and brine. The crude mixture was purified on ISCO (40 g, silica gel column) to provide compound 4D.In 10 ml reaction tube joining the benzofuran derivative (R1 =4 - methyl, R2 =H) 0.24 mmol and indole derivatives (R4 =5 - carboxylic acid carbomethoxy) 0.2 mmol, cuprous bromide 10 muM percent, potassium persulphate 0.4 mmol, potassium dihydrogen phosphate 0.4 mmol and acetonitrile 2 ml, reaction in the 80 °C under 12 h. After the reaction is completed, the column chromatography separation to obtain the target compound B (R1 =4 - methyl, R2 =H, R4 =5 - carboxylic acid carbomethoxy), to obtain white solid, yield of 68percent.A suspension of methyl 1H-indazole-7-carboxylate (1 eq.) and cesium carbonate (3 eq.) in DMF (0.74 M) was cooled to 0°C and 1-(bromomethyl)-4-(trifluoromethyl)benzene (1.2 eq., 0.89M in DMF) was added dropwise. The reaction mixture was allowed to warm slowly to rt over 16 h and then quenched with ice-water and extracted with TBME. The combined organic extracts were washed further with water and brine, dried over MgSO4, and filtered. Concentration of the filtrate in vacuo furnished the crude reaction product as a golden yellow oil, which was purified with column chromatography (Si02, 9:1 (v/v) Hex:EtOAc to EtOAc) to afford the product as a colorless oil (76percent yield).

    More

    Material and Products

    China Methyl1H-indole-7-carboxylate Export Data

    Data referenced from General Administration of Customs,P.R.China

    2018.11-2019.11 China - America  Methyl1H-indole-7-carboxylate Export Data

    From 2018.11 to 2019.11, total export volume of Methyl1H-indole-7-carboxylate from China to America was 15,218,209KG while total export value was $257,443,342. The biggest proportion of exporting volume in the last 12 months was 13.24% in 2018.11.

    2018.11-2019.11 China Methyl1H-indole-7-carboxylate Export Data

    From 2018.11 to 2019.11, total export volume of Methyl1H-indole-7-carboxylate from China was 112,377,052KG while total export value was $2,146,929,254. The biggest proportion of exporting volume in the last 12 months was 9.88% in 2019.03.

    Suggestions
    Email:
    Message:
    Send Message