4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid

Base Information

• Chemical Name: 4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid
• CAS No.: 875515-76-7
• Molecular Formula: C7H3ClN2O2S
• Molecular Weight: 215
• Hs Code.: 2934999090
• Mol file: 875515-76-7.mol

Synonyms:4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid; Thieno[3,2-d]pyrimidine-6-carboxylic acid, 4-chloro-

Chemical Property of 4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 443.443°C at 760 mmHg
• Flash Point: 221.986°C
• PSA: 91.32000
• Density: 1.731g/cm³
• LogP: 2.04290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

4-Chlorothieno[3,2-d]pyrimidine-6-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid

There total 1 articles about 4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid 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: 83.0%

carbon dioxide (124-38-9,18923-20-1) + 4-chlorothieno[3,2-d]pyrimidine (16269-66-2) → 4-chlorothieno[3,2-d]pyrimidine-6-carboxylic acid (875515-76-7)

Guidance literature:

4-chlorothieno[3,2-d]pyrimidine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm400204k

Reference yield: 52.0%

4-chlorothieno[3,2-d]pyrimidine-6-carboxylic acid (875515-76-7) → 4-chlorothieno[3,2-d]pyrimidine-6-carboxamide (1431411-18-5)

Guidance literature:

4-chlorothieno[3,2-d]pyrimidine-6-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 60 ℃; for 3.66667h;

With ammonia; In 1,4-dioxane; at 0 ℃; for 0.666667h;

Reference yield:

4-chlorothieno[3,2-d]pyrimidine-6-carboxylic acid (875515-76-7) → N1-(2-(1-(6-carbamoylthieno[3,2-d]pyrimidin-4-yl)piperidin-4-yl)ethyl)-N3-ethylisophthalamide (1431411-28-7)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3.5 h / 0 °C / Inert atmosphere; Reflux

2: ammonia / 1,4-dioxane / 0.67 h / 0 °C

3: N-ethyl-N,N-diisopropylamine / acetonitrile / 1 h / 85 °C

4: trifluoroacetic acid / dichloromethane / 72 h

5: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h

With oxalyl dichloride; ammonia; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm400204k

upstream raw materials:

carbon dioxide

4-chlorothieno[3,2-d]pyrimidine

Downstream raw materials:

N¹-(2-(1-(6-carbamoylthieno[3,2-d]pyrimidin-4-yl)piperidin-4-yl)ethyl)-N³-ethylisophthalamide

C₂₃H₂₇N₇O₃S

4-chlorothieno[3,2-d]pyrimidine-6-carboxamide

ELT-31

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