3-Amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide

Base Information

• Chemical Name: 3-Amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide
• CAS No.: 147992-87-8
• Molecular Formula: C10H12N4OS
• Molecular Weight: 236.29300
• DSSTox Substance ID: DTXSID701184614
• Nikkaji Number: J541.715E
• ChEMBL ID: CHEMBL1409708
• Mol file: 147992-87-8.mol

Synonyms:3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide;147992-87-8;MLS000532969;Cambridge id 5468907;Oprea1_603269;SCHEMBL426655;CHEMBL1409708;BDBM576460;DTXSID701184614;HMS1582D18;HMS2500A13;MFCD00979953;STK524458;US11471446, Compound DBA-1;AKOS005458689;LS-09698;SMR000140407;MLS000532969-02;AB00086035-01;SR-01000437708;SR-01000437708-1;thieno[2,3-b]pyridine-2-carboxamide,3-amino-4-(dimethylamino)-

Chemical Property of 3-Amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide

Chemical Property:

• Melting Point: 208 - 211 °C
• Boiling Point: 472.2±40.0 °C(Predicted)
• PKA: 16.27±0.30(Predicted)
• PSA: 113.48000
• Density: 1.430±0.06 g/cm3(Predicted)
• LogP: 2.32490
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 236.07318219
• Heavy Atom Count: 16
• Complexity: 286

Purity/Quality:

3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=C2C(=C(SC2=NC=C1)C(=O)N)N

Technology Process of 3-Amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide

There total 7 articles about 3-Amino-4-(dimethylamino)thieno[2,3-b]pyridine-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: 98.0%

2-(3-cyano-4-dimethylaminopyridin-2-ylsulfanyl)acetamide (147992-93-6) → 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide (147992-87-8)

Guidance literature:

With pyridine; potassium tert-butylate; In tetrahydrofuran; methanol; for 20h; Heating;

DOI:10.1021/jm0504407

Reference yield: 69.0%

4-(dimethylamino)-2-thioxo-1,2-dihydropyridine-3-carbonitrile (147992-79-8) + Chloroacetamide (79-07-2) → 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide (147992-87-8)

Guidance literature:

With sodium hydroxide; In water; N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2013.01.071

Reference yield:

2-chloro-4-(dimethylamino)nicotinonitrile (147992-80-1) → 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide (147992-87-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / NaOMe / methanol / 20 h / Heating

2: 98 percent / t-BuOK; pyridine / tetrahydrofuran; methanol / 20 h / Heating

With pyridine; potassium tert-butylate; sodium methylate; In tetrahydrofuran; methanol;

DOI:10.1021/jm0504407

upstream raw materials:

2-(3-cyano-4-dimethylaminopyridin-2-ylsulfanyl)acetamide

α-Cyano-β-dimethylaminocrotononitrile

2-[1,3-bis(dimethylaminoallylidene)]malononitrile

2-chloro-4-(dimethylamino)nicotinonitrile

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