7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyri midine

Base Information

• Chemical Name: 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyri midine
• CAS No.: 252723-16-3
• Molecular Formula: C13H10ClN3O2S
• Molecular Weight: 307.76
• Hs Code.: 2933990090
• Mol file: 252723-16-3.mol

Synonyms:7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine;4-chloro-6-methyl-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine;W4856;

Chemical Property of 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyri midine

Chemical Property:

• Boiling Point: 511.4±60.0 °C(Predicted)
• PKA: 1.93±0.30(Predicted)
• PSA: 73.23000
• Density: 1.49±0.1 g/cm3(Predicted)
• LogP: 3.71090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyri midine

There total 4 articles about 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyri midine 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: 90.0%

7-(benzenesulfonyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (186519-89-1) + methyl iodide (74-88-4) → 4-chloro-6-methyl-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (252723-16-3)

Guidance literature:

7-(benzenesulfonyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 ℃; for 0.05h;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 4h;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield:

benzenesulfonyl chloride (98-09-9) + 4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 4-chloro-6-methyl-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (252723-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 3 h / 0 °C

1.2: 1 h / 0 - 20 °C

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 0.05 h / -78 °C

2.2: 1 h / -78 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium hydride; In tetrahydrofuran;

Reference yield:

4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 4-chloro-6-methyl-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (252723-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 3 h / 0 °C

1.2: 1 h / 20 °C

2.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.05 h / -78 °C

2.2: 4 h / 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium hydride; In tetrahydrofuran; mineral oil;

upstream raw materials:

7-(benzenesulfonyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

methyl iodide

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

benzenesulfonyl chloride

Downstream raw materials:

4-chloro-6-(1-methyl-1H-pyrazol-4-yl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine

(2R,3S,5R)-5-(4-amino-6-methyl-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-en-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

Refernces

• 1、 Sarter, Christopher,Heimes, Michael,J?schke, Andres. "The role of alkyl substituents in deazaadenine-based diarylethene photoswitches". supporting information. p. 1103 - 1110. Retrieved 2016/07/06.
• 2、 -. "Tyrosine kinase inhibitors". Page/Page column 241. . Retrieved 2014/03/26.