N-methyl-1H-indole-2-carboxamide

Base Information

• Chemical Name: N-methyl-1H-indole-2-carboxamide
• CAS No.: 69808-71-5
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Hs Code.: 2933990090
• European Community (EC) Number: 831-238-0
• DSSTox Substance ID: DTXSID80875879
• Metabolomics Workbench ID: 164849
• Nikkaji Number: J1.550.610E
• Wikidata: Q82857362
• Mol file: 69808-71-5.mol

Synonyms:N-methyl-1H-indole-2-carboxamide;69808-71-5;1H-Indole-2-carboxamide, N-methyl-;SCHEMBL1254745;DTXSID80875879;N-methyl-1H-indole-2-carboxamid;CHEBI:218563;GRIOMWQLXUWOJG-UHFFFAOYSA-N;N-Methyl-1H-indol-2-carboxamide;MFCD03015880;AKOS009020875;1H-indole-2-carboxylic acid methylamide;NS-00003;CS-0263161;FT-0769576;EN300-85408;Z100643366

Chemical Property of N-methyl-1H-indole-2-carboxamide

Chemical Property:

• Melting Point: 220 °C (sublm)
• Boiling Point: 464.5±18.0 °C(Predicted)
• PKA: 15.18±0.30(Predicted)
• PSA: 44.89000
• Density: 1.224±0.06 g/cm3(Predicted)
• LogP: 1.91840
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-1H-indole-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNC(=O)C1=CC2=CC=CC=C2N1

Technology Process of N-methyl-1H-indole-2-carboxamide

There total 13 articles about N-methyl-1H-indole-2-carboxamide 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: 93.0%

2-carbethoxyindole (3770-50-1,117770-52-2) + methylamine (74-89-5) → 1H-indole-2-carboxylic acid methylamide (69808-71-5)

Guidance literature:

With methylamine hydrochloride; In methanol; at 110 - 120 ℃; for 3h;

DOI:10.1007/BF00763656

Reference yield: 80.0%

→ 1H-indole-2-carboxylic acid methylamide (69808-71-5)

Guidance literature:

With palladium diacetate; In chlorobenzene; for 36h; Reflux;

Reference yield: 74.0%

indole-2-carboxylic acid methyl ester (1202-04-6) + methylamine (74-89-5) → 1H-indole-2-carboxylic acid methylamide (69808-71-5)

Guidance literature:

In water; at 20 ℃; for 16h;

DOI:10.1039/c7ra10483a

upstream raw materials:

Indole-2-carboxylic acid

methyl thioisocyanate

Indole-2-carbonyl chloride

methylamine

Downstream raw materials:

1,2,3,4-tetrahydro-2-methyl-1,3,4-trioxopyrazino[1,2-a]indole

tetraethyl 2-benzoylpropane-1,1,3,3-tetracarboxylate

3-chloro-1-[4-(1-{[1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarbonyl]-amino}-ethyl)-phenyl]-1H-indole-2-carboxylic acid methylamide

1-[4-(1-amino-ethyl)-phenyl]-3-chloro-1H-indole-2-carboxylic acid methylamide

Refernces

• 1、 Johnson,Andreen. "-". . p. 2862. Retrieved 1950.
• 2、 Mao, Peng-Fei,Zhou, Li-Jin,Zheng, An-Qi,Miao, Chun-Bao,Yang, Hai-Tao. "Cu(OAc)2-Triggered Cascade Reaction of Malonate-Tethered Acyl Oximes with Indoles, Indole-2-alcohols, and Indole-2-carboxamides". . p. 3153 - 3157. Retrieved 2019/05/10.
• 3、 -. "A use of the carboxamides aryl carbonyl aminolysis method of preparing amide". Paragraph 0030; 0032-0035. . Retrieved 2016/10/10.