methyl 1H-indole-7-carboxylate

Base Information

• Chemical Name: methyl 1H-indole-7-carboxylate
• CAS No.: 93247-78-0
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2933 99 80
• European Community (EC) Number: 687-631-0
• DSSTox Substance ID: DTXSID70918582
• Nikkaji Number: J258.260K
• Wikidata: Q72491925
• Mol file: 93247-78-0.mol

Synonyms:methyl 1H-indole-7-carboxylate;93247-78-0;Methyl indole-7-carboxylate;1H-Indole-7-carboxylic acid methyl ester;INDOLE-7-CARBOXYLIC ACID METHYL ESTER;Methylindole-7-carboxylate;METHYL-INDOLE-7-CARBOXYLATE;MFCD00211064;methyl 7-indolecarboxylate;7-methoxycarbonylindole;7-INDOLECARBOXYLIC ACID METHYL ESTER;methyl 7-indole carboxylate;SCHEMBL761721;DTXSID70918582;FTLOEULOTNVCGF-UHFFFAOYSA-N;METHYL(7-INDOLECARBOXYLATE);BCP26795;CCG-42843;STK833390;AKOS000631420;CC-0744;CS-W002517;METHYL-1H-INDOLE-7-CARBOXYLATE;PB27475;SB10371;SDCCGMLS-0065886.P001;methyl indole-7-carboxylate, AldrichCPR;AC-22445;SY020041;AM20060405;FT-0621438;FT-0628364;FT-0653756;EN300-132047;I-2530;A829779;Q-102562;SR-01000632809-1;Z1201619795

Chemical Property of methyl 1H-indole-7-carboxylate

Chemical Property:

• Appearance/Colour: Off-white crystalline powder
• Vapor Pressure: 0.000153mmHg at 25°C
• Melting Point: 47-48 °C
• Refractive Index: 1.639
• Boiling Point: 331.7 °C at 760 mmHg
• PKA: 15.42±0.30(Predicted)
• Flash Point: 154.4 °C
• PSA: 42.09000
• Density: 1.253 g/cm³
• LogP: 1.95450
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99.0% ^*data from raw suppliers

MethylIndole-7-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC2=C1NC=C2
• Uses: Methyl Indole-7-carboxylate is useful for the preparation of inhibitors of CD38, which are useful in the treatment of cancer.

Technology Process of methyl 1H-indole-7-carboxylate

There total 15 articles about methyl 1H-indole-7-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

methanol (67-56-1) + 7-bromo-1H-indole (51417-51-7) + carbon monoxide (201230-82-2) → methyl 1H-indole-7-carboxylate (93247-78-0)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; triethylamine; dichloro bis(acetonitrile) palladium(II); at 130 ℃; for 48h; under 51714.8 Torr;

DOI:10.1021/ol0606536

Reference yield: 75.0%

methanol (67-56-1) + 1H-Indole-7-carboxylic acid (1670-83-3) → methyl 1H-indole-7-carboxylate (93247-78-0)

Guidance literature:

methanol; 1H-Indole-7-carboxylic acid; With sulfuric acid; for 20h; Reflux;

With sodium hydrogencarbonate; In ethyl acetate;

Reference yield: 71.0%

methyl 3-ethenyl-2-nitrobenzoate (126759-37-3) → methyl 1H-indole-7-carboxylate (93247-78-0)

Guidance literature:

With carbon monoxide; triphenylphosphine; palladium diacetate; In acetonitrile; for 75h; under 3040 Torr; Heating;

DOI:10.1021/jo970516+

upstream raw materials:

methyl 3-[2-(E)-(dimethylamino)ethenyl]-2-nitro-benzoate

methyl 3-methyl-2-nitrobenzoate

N,N-dimethyl-formamide dimethyl acetal

<(3-methoxycarbonyl-2-nitrophenyl)methyl>-1,3-dioxane

Downstream raw materials:

1-(tert-butyl) 7-methyl 1H-indole-1,7-dicarboxylate

methyl 1-benzyl-3-iodo-1H-indole-7-carboxylate

methyl 5-benzyl-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-4-carboxylate

methyl 3-dimethylaminomethylindole-7-carboxylate

Refernces

• 1、 -. "INDOLYLMALEIMIDES AS SOFT PAN-PKC INHIBITORS". Page/Page column 51. . Retrieved 2013/03/26.
• 2、 -. "Sulfonamide peri-substituted bicyclics for occlusive artery disease". Page/Page column 57. . Retrieved 2008/06/13.