N-Methoxy-N-methyl-1H-indazole-3-carboxamide

Base Information

• Chemical Name: N-Methoxy-N-methyl-1H-indazole-3-carboxamide
• CAS No.: 351457-12-0
• Molecular Formula: C10H11N3O2
• Molecular Weight: 205.216
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80581221
• Nikkaji Number: J2.410.697G
• Wikidata: Q82472276
• Mol file: 351457-12-0.mol

Synonyms:N-Methoxy-N-methyl-1H-indazole-3-carboxamide;351457-12-0;MFCD11809319;SCHEMBL218633;DTXSID80581221;NRQALXRUZKPBKP-UHFFFAOYSA-N;AKOS009142665;AKOS015950770;DS-0946;SY108428;CS-0037688;A874742;1H-Indazole-3-carboxylic acid methoxy-methyl-amide;F1903-0246;Z332617646

Chemical Property of N-Methoxy-N-methyl-1H-indazole-3-carboxamide

Chemical Property:

• PSA: 58.22000
• LogP: 1.19630
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.085126602
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

N-Methoxy-N-methyl-1H-indazole-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)C1=NNC2=CC=CC=C21)OC

Technology Process of N-Methoxy-N-methyl-1H-indazole-3-carboxamide

There total 9 articles about N-Methoxy-N-methyl-1H-indazole-3-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: 85.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 1H-Indazole-3-carboxylic acid (4498-67-3) → 1H-indazole-3-carboxylic acid methoxy(methyl)amide (351457-12-0)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; 1H-Indazole-3-carboxylic acid; With pyridine; In tetrahydrofuran; at 20 ℃; for 3h; Cooling with ice;

With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.ejmech.2021.113215

Reference yield: 79.0%

CH2Cl2-ether + 1H-Indazole-3-carboxylic acid (4498-67-3) → 1H-indazole-3-carboxylic acid methoxy(methyl)amide (351457-12-0)

Guidance literature:

With hydrogenchloride; 1,1'-carbonyldiimidazole; In dichloromethane; N,N-dimethyl-formamide;

Reference yield: 56.0%

1H-Indazole-3-carboxylic acid (4498-67-3) + N,0-dimethylhydroxylamine (1117-97-1) → 1H-indazole-3-carboxylic acid methoxy(methyl)amide (351457-12-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 23 ℃; for 18h;

upstream raw materials:

tert-butyl 3-{[methoxy(methyl)amino]carbonyl}-1H-indazole-1-carboxylate

3,5-difluoroanisol

N,O-dimethylhydroxylamine*hydrochloride

1H-Indazole-3-carboxylic acid

Downstream raw materials:

(1H-indazol-3-yl)(phenyl)methanone

(3-{[tert-butyl(diphenyl)silyl]oxy}phenyl)(1H-indazol-3-yl)methanone

3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-vinyl)-indazole-1-carboxylic acid tert-butyl ester

tert-butyl 3-formyl-1H-indazole-1-carboxylate