Methyl 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxylate
• CAS No.: 331857-03-5
• Molecular Formula: C₁₁H₁₃N₃O₂S
• Molecular Weight: 251.309
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30353814
• Wikidata: Q82131616
• Mol file: 331857-03-5.mol

Synonyms:CBMicro_016417;SCHEMBL8242756;DTXSID30353814;CCG-5402;methyl 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxylate;331857-03-5;BIM-0016379.P001;SR-01000358600;SR-01000358600-1;Methyl 3-amino-4-dimethylamino-thieno[2,3-b]pyridine-2-carboxylate

Chemical Property of Methyl 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxylate

Chemical Property:

• PSA: 96.69000
• LogP: 2.31230
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 251.07284784
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

95% ^*data from raw suppliers

3-AMINO-4-DIMETHYLAMINO-THIENO[2,3-B]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 95.00% ^*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)OC)N

Technology Process of Methyl 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxylate

There total 5 articles about Methyl 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxylate 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%

2-chloro-4-(dimethylamino)nicotinonitrile (147992-80-1) → 5-amino-4-dimethylaminothieno[8,9-b]pyridine-6-carboxylic acid methyl ester (331857-03-5)

Guidance literature:

Methyl thioglycolate; With sodium hydride; In tetrahydrofuran; at 0 ℃;

2-chloro-4-(dimethylamino)nicotinonitrile; In tetrahydrofuran; at 0 - 20 ℃; for 25.8333h; Heating / reflux;

Reference yield: 85.0%

Methyl thioglycolate (2365-48-2) + 2-chloro-4-(dimethylamino)nicotinonitrile (147992-80-1) → 5-amino-4-dimethylaminothieno[8,9-b]pyridine-6-carboxylic acid methyl ester (331857-03-5)

Guidance literature:

Methyl thioglycolate; With sodium hydride; In tetrahydrofuran; at 0 ℃;

2-chloro-4-(dimethylamino)nicotinonitrile; In tetrahydrofuran; at 20 ℃; for 24h;

With sodium hydride; In tetrahydrofuran; for 1.83333h; Heating;

DOI:10.1021/jm0504407

Reference yield:

C11H13N3O2S (872889-89-9) → 5-amino-4-dimethylaminothieno[8,9-b]pyridine-6-carboxylic acid methyl ester (331857-03-5)

Guidance literature:

With sodium methylate; In methanol; for 3h; Heating / reflux;

upstream raw materials:

Methyl thioglycolate

2-chloro-4-(dimethylamino)nicotinonitrile

α-Cyano-β-dimethylaminocrotononitrile

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

Downstream raw materials:

3-(4-Chloro-phenyl)-9-dimethylamino-3H-pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4-one

3,4-dihydro-3-benzyl-9-dimethylaminopyrido-<3,2:4',5'>thieno<3,2-d>pyrimidin-4-one

9-Dimethylamino-3-p-tolyl-3H-pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4-one

9-dimethylamino-3-phenyl-3H-pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4-one