Methyl 6-hydroxy-1H-indole-2-carboxylate

Base Information

• Chemical Name: Methyl 6-hydroxy-1H-indole-2-carboxylate
• CAS No.: 116350-38-0
• Molecular Formula: C10H9 N O3
• Molecular Weight: 191.186
• Hs Code.: 2933990090
• European Community (EC) Number: 829-369-3
• DSSTox Substance ID: DTXSID60441379
• Nikkaji Number: J1.314.496F
• Wikidata: Q72491313
• Mol file: 116350-38-0.mol

Synonyms:Methyl 6-hydroxy-1H-indole-2-carboxylate;116350-38-0;6-Hydroxy-1H-indole-2-carboxylic acid methyl ester;1H-Indole-2-carboxylic acid, 6-hydroxy-, methyl ester;MFCD11053690;methyl 6-hydroxyindole-2-carboxylate;SCHEMBL2815266;DTXSID60441379;PFHGZEXEKZRMIP-UHFFFAOYSA-N;AKOS000276624;SB30954;Methyl6-hydroxy-1H-indole-2-carboxylate;AS-38178;SY270780;CS-0075929;FT-0764157;methyl 6-(hydroxy)-1H-indole-2-carboxylate;EN300-238841;A927622;J-003427;F2158-0630;Z1198309857

Chemical Property of Methyl 6-hydroxy-1H-indole-2-carboxylate

Chemical Property:

• Melting Point: 171-172 °C
• Boiling Point: 405.6±25.0 °C(Predicted)
• PKA: 9.33±0.40(Predicted)
• PSA: 62.32000
• Density: 1.383±0.06 g/cm3(Predicted)
• LogP: 1.66010
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

NLT 98% ^*data from raw suppliers

Methyl6-Hydroxy-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(N1)C=C(C=C2)O

Technology Process of Methyl 6-hydroxy-1H-indole-2-carboxylate

There total 8 articles about Methyl 6-hydroxy-1H-indole-2-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: 98.0%

6-benzyloxy-1H-indole-2-carboxylic acid methyl ester (103781-89-1) → 6-hydroxy-1H-indole-2-carboxylic acid methyl ester (116350-38-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 12h; under 1551.4 Torr;

DOI:10.1021/jo00256a053

Reference yield: 86.0%

6-hydroxy-1H-indole-2-carboxylic acid (40047-23-2) + diazomethyl-trimethyl-silane (18107-18-1) → 6-hydroxy-1H-indole-2-carboxylic acid methyl ester (116350-38-0)

Guidance literature:

In methanol; hexane; at 20 ℃;

Reference yield: 85.0%

methyl 6-methoxy-1H-indole-2-carboxylate (98081-83-5) → 6-hydroxy-1H-indole-2-carboxylic acid methyl ester (116350-38-0)

Guidance literature:

methyl 6-methoxy-1H-indole-2-carboxylate; With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 0.833333h;

With water; In dichloromethane; at 0 ℃;

upstream raw materials:

6-benzyloxy-1H-indole-2-carboxylic acid methyl ester

methyl 6-methoxy-1H-indole-2-carboxylate

methanol

6-hydroxy-1H-indole-2-carboxylic acid

Downstream raw materials:

methyl 2-phenylpyrrolo<2,3-e>benzoxazole-5-carboxylate

6-(1-tert-butoxycarbonyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid methyl ester

methyl 6-(2-methoxyethoxy)-3-(2-methyl-3-nitrobenzoyl)-1H-indole-2-carboxylate

7-(2-methoxyethoxy)-1-(2-methyl-3-nitrophenyl)-3H-pyridazino[4,5-b]indol-4(5H)-one

Refernces

• 1、 -. "FARNESOID X RECEPTOR AGONISTS". . . Retrieved 2009/01/23.
• 2、 -. "ANTIFUNGAL AGENT CONTAINING PYRIDINE DERIVATIVE". Page/Page column 51. . Retrieved 2008/06/13.