1-methyl-1H-indazole-3-carbonyl chloride

Base Information

• Chemical Name: 1-methyl-1H-indazole-3-carbonyl chloride
• CAS No.: 106649-02-9
• Molecular Formula: C9H7 Cl N2 O
• Molecular Weight: 194.62
• DSSTox Substance ID: DTXSID00427415
• Nikkaji Number: J1.495.947E
• Mol file: 106649-02-9.mol

Synonyms:106649-02-9;1-methyl-1H-indazole-3-carbonyl chloride;1-methylindazole-3-carbonyl chloride;1-METHYL-1H-INDAZOLE-3-CARBOXY CHLORIDE;1H-Indazole-3-carbonylchloride, 1-methyl-;1-Methyl-1H-indazol-3-carbonyl chloride;SCHEMBL992781;DTXSID00427415;NPNWVMBPSINFBV-UHFFFAOYSA-N;MFCD02093096;1-methyl-3-indazolylcarbonyl chloride;1-methyl-indazole-3-carbonyl chloride;AKOS006344705;1-methyl-1H-indazole-3-carbonylchloride;1-Methyl-1h-Indazole-3-CarboxyChloride;MS-22376;FT-0642626;1-Methyl-1H-indazole-3-carboxylic acid chloride;W-204609;1-methyl-1H-indazole-3-carbonyl chloride, AldrichCPR;1-methyl-1H-indazol-3-yl carbonochloridate;1-Methyl-1H-indazole-3-carbonyl chloride

Chemical Property of 1-methyl-1H-indazole-3-carbonyl chloride

Chemical Property:

• Melting Point: 126 °C
• Boiling Point: 318.0±15.0 °C(Predicted)
• PKA: -1.86±0.50(Predicted)
• PSA: 34.89000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 1.95230
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 194.0246905
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

99.5% ^*data from raw suppliers

1-Methyl-1H-indazole-3-carbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R14-34:
• Hazard Codes: Xn
• Statements: 14-34-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=N1)C(=O)Cl

Technology Process of 1-methyl-1H-indazole-3-carbonyl chloride

There total 3 articles about 1-methyl-1H-indazole-3-carbonyl chloride 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: 100.0%

1-methyl-1H-indazole-3-carboxylic acid (50890-83-0) → 1-methylindazole-3-carboxylic acid chloride (106649-02-9)

Guidance literature:

With thionyl chloride;

Reference yield:

1-Methyl-1H-indazole-3-carboxylic acid methyl ester (109216-60-6) → 1-methylindazole-3-carboxylic acid chloride (106649-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 1N NaOH / tetrahydrofuran / Ambient temperature

2: SOCl₂ / CHCl₃ / Heating

With sodium hydroxide; thionyl chloride; In tetrahydrofuran; chloroform;

DOI:10.1021/jm00392a001

Reference yield:

→ 1-methylindazole-3-carboxylic acid chloride (106649-02-9)

Guidance literature:

upstream raw materials:

1-methyl-1H-indazole-3-carboxylic acid

1-Methyl-1H-indazole-3-carboxylic acid methyl ester

Downstream raw materials:

LY 278584

granisetron

Refernces

• 1、 Fludzinski,Evrard,Bloomquist,Lacefield,Pfeifer,Jones,Deeter,Cohen. "Indazoles as indole bioisosteres: Synthesis and evaluation of the tropanyl ester and amide of indazole-3-carboxylate as antagonists at the serotonin 5HT3 receptor". . p. 1535 - 1537. Retrieved 1987.
• 2、 Vishnu, Eda V.R.,Joseph, Suju,Srinivasana, Abayee K.,Gania, Ramesh S.,Reddy, Govindabur R.,Rao, Patakokila V.,Dahanukara, Vilas H.,Ramanatham, Josyula,Devanna, Nayakanti. "Efficient syntheses of exo-granisetron hydrochloride and other potential impurities present in granisetron hydrochloride, an anti-emetic drug". experimental part. p. 722 - 727. Retrieved 2012/05/04.