4-chlorothieno[2,3-c]pyridine

Base Information

• Chemical Name: 4-chlorothieno[2,3-c]pyridine
• CAS No.: 477874-92-3
• Molecular Formula: C7H4ClNS
• Molecular Weight: 169.63100
• Mol file: 477874-92-3.mol

Synonyms:

Chemical Property of 4-chlorothieno[2,3-c]pyridine

Chemical Property:

• PSA: 41.13000
• LogP: 2.94970

Purity/Quality:

4-chlorothieno[2,3-c]pyridine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-chlorothieno[2,3-c]pyridine

There total 1 articles about 4-chlorothieno[2,3-c]pyridine 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: 88.0%

4-chlorothieno[2,3-c]pyridine-2-carboxylic acid (251996-86-8) → 4-chlorothieno[3,2-d]pyridine (477874-92-3)

Guidance literature:

In diphenylether; for 20h; Heating;

DOI:10.1002/jhet.5570450106

Reference yield:

4-chlorothieno[3,2-d]pyridine (477874-92-3) + bromobenzene (108-86-1,52753-63-6) → 4-chloro-2-phenylthieno[2,3-c]pyridine (1009104-25-9)

Guidance literature:

4-chlorothieno[3,2-d]pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃;

With trimethyltin(IV)chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃;

bromobenzene; With triethylamine; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 70 ℃; for 5h; Further stages.;

DOI:10.1002/jhet.5570450106

Reference yield:

4-chlorothieno[3,2-d]pyridine (477874-92-3) → (S)-4-{1-[5-(4-Chloro-phenyl)-oxazol-2-yl]-1-methyl-ethyl}-1-[(2S,4S)-5-(4-chloro-thieno[2,3-c]pyridin-2-yl)-2-hydroxy-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-pentyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

Guidance literature:

Multi-step reaction with 10 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran

2.1: NaH / tetrahydrofuran / 0 °C

3.1: H₂ / Pd/C / methanol / 20 °C

4.1: aq. NaOH / methanol

5.1: EDC; HOBt; Et₃N / CH₂Cl₂ / 20 °C

6.1: 10-camphorsulfonic acid / CH₂Cl₂

7.1: LiN(TMS)2 / tetrahydrofuran / -25 °C

7.2: tetrahydrofuran

8.1: NIS; aq. NaHCO₃ / ethyl acetate / 0 - 20 °C

8.2: NaOMe / ethyl acetate / 20 °C

9.1: propan-2-ol / Heating

10.1: HCl / diethyl ether; methanol

With hydrogenchloride; sodium hydroxide; N-iodo-succinimide; (1S)-10-camphorsulfonic acid; hydrogen; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; isopropyl alcohol; 2.1: Wittig-Horner reaction;

DOI:10.1016/j.bmcl.2005.08.072

upstream raw materials:

4-chlorothieno[2,3-c]pyridine-2-carboxylic acid

Downstream raw materials:

4-chloro-thieno[2,3-c]pyridine-2-carbaldehyde

4-chloro-2-phenylthieno[2,3-c]pyridine