3-formyl-1H-indazole-6-carbonitrile

Base Information

• Chemical Name: 3-formyl-1H-indazole-6-carbonitrile
• CAS No.: 882803-60-3
• Molecular Formula: C9H5N3O
• Molecular Weight: 171.158
• DSSTox Substance ID: DTXSID40444287
• Wikidata: Q82262389
• Mol file: 882803-60-3.mol

Synonyms:3-formyl-1H-indazole-6-carbonitrile;882803-60-3;3-formyl-2H-indazole-6-carbonitrile;6-Cyano-(1H)indazole-3-carbaldehyde;starbld0019784;SCHEMBL586488;DTXSID40444287;XNCXHQZMRCNZMI-UHFFFAOYSA-N;1h-indazole-6-carbonitrile,3-formyl-;AKOS006302541;Z1198280273

Chemical Property of 3-formyl-1H-indazole-6-carbonitrile

Chemical Property:

• Boiling Point: 451.2±25.0 °C(Predicted)
• PKA: 9.65±0.40(Predicted)
• PSA: 69.54000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 1.24708
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.043261791
• Heavy Atom Count: 13
• Complexity: 257

Purity/Quality:

98% ^*data from raw suppliers

6-Cyano-(1H)indazole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NN=C2C=C1C#N)C=O

Technology Process of 3-formyl-1H-indazole-6-carbonitrile

There total 1 articles about 3-formyl-1H-indazole-6-carbonitrile 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%

1H-Indole-6-carbonitrile (15861-36-6) → 3-formyl-1H-indazole-6-carbonitrile (882803-60-3)

Guidance literature:

With hydrogenchloride; sodium nitrite; for 3h; Ambient temperature;

DOI:10.1021/jm9704863

Reference yield: 72.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + 3-formyl-1H-indazole-6-carbonitrile (882803-60-3) → (E)-methyl 4-(2-(6-cyano-1H-indazol-3-yl)vinyl)benzoate (1168720-65-7)

Guidance literature:

Methyl 4-(bromomethyl)benzoate; With phosphorous acid trimethyl ester; for 1h; Reflux;

With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 ℃; for 0.0833333h;

3-formyl-1H-indazole-6-carbonitrile; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h;

Reference yield: 65.0%

3-formyl-1H-indazole-6-carbonitrile (882803-60-3) → 6-cyano-1H-indazole-3-carboxylic acid (194163-31-0)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm9704863

upstream raw materials:

1H-Indole-6-carbonitrile

Downstream raw materials:

6-cyano-1H-indazole-3-carboxylic acid

6-Carbamimidoyl-1H-indazole-3-carboxylic acid

(E)-methyl 4-(2-(6-cyano-1H-indazol-3-yl)vinyl)benzoate

(E)-methyl 4-(2-(6-formyl-1H-indazol-3-yl)vinyl)benzoate

Refernces

• 1、 Sall, Daniel J.,Arfsten, Ann E.,Bastian, Jolie A.,Denney, Michael L.,Harms, Cathy S.,McCowan, Jefferson R.,Morin Jr., John M.,Rose, Jack W.,Scarborough, Robert M.,Smyth, Mark S.,Um, Suzane L.,Utterback, Barbara G.,Vasileff, Robert T.,Wikel, James H.,Wyss, Virginia L.,Jakubowski, Joseph A.. "Use of conformationally restricted benzamidines as arginine surrogates in the design of platelet GPIIb-IIIa receptor antagonists". . p. 2843 - 2857. Retrieved 2007/10/03.