CH5132799

Base Information

• Chemical Name: CH5132799
• CAS No.: 1007207-67-1
• Molecular Formula: C15H19N7O3S
• Molecular Weight: 377.42146
• Mol file: 1007207-67-1.mol

Synonyms:5-(7-(methylsulfonyl)-2-morpholino-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrimidin-2-amine;

Chemical Property of CH5132799

Chemical Property:

• Boiling Point: 751.1±70.0 °C(Predicted)
• PKA: 3.96±0.20(Predicted)
• Density: 1.58
• Solubility.: Soluble in DMSO

Purity/Quality:

98%Min ^*data from raw suppliers

CH5132799 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: CH5132799 is a selective class I phosphoinositide 3-kinase (PI3K) inhibitor that targets human cancers harboring oncogenic PIK3CA mutations. CH5132799 also showed potent antiproliferative and antitumor activity.

Technology Process of CH5132799

There total 5 articles about CH5132799 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: 96.0%

5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrimidin-2-ylamine (402960-38-7) + 4-chloro-7-methanesulfonyl-2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine (1178564-27-6) → CH5132799 (1007207-67-1)

Guidance literature:

With potassium phosphate; bis-triphenylphosphine-palladium(II) chloride; In water; N,N-dimethyl-formamide; at 60 ℃; for 2h; Inert atmosphere;

Reference yield:

4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine (1007206-27-0) → CH5132799 (1007207-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / 1-methyl-pyrrolidin-2-one / 100 °C

2: bis-triphenylphosphine-palladium(II) chloride; potassium phosphate / N,N-dimethyl-formamide / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; potassium carbonate; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; 2: Suzuki-Miyaura coupling;

DOI:10.1016/j.bmcl.2011.01.065

Reference yield:

5-(2-hydroxyethyl)-2-morpholin-4-yl-pyrimidine-4,6-diol (1178564-17-4) → CH5132799 (1007207-67-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine hydrochloride; trichlorophosphate / toluene / 90 °C

2: potassium carbonate / 1-methyl-pyrrolidin-2-one / 100 °C

3: bis-triphenylphosphine-palladium(II) chloride; potassium phosphate / N,N-dimethyl-formamide / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; triethylamine hydrochloride; potassium carbonate; trichlorophosphate; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; toluene; 3: Suzuki-Miyaura coupling;

DOI:10.1016/j.bmcl.2011.01.065

upstream raw materials:

5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrimidin-2-ylamine

4-chloro-7-methanesulfonyl-2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine

5-(2-hydroxyethyl)-2-morpholin-4-yl-pyrimidine-4,6-diol

Refernces

• 1、 -. "PYRROLOPYRIMIDIN DERIVATIVE FOR USE AS PI3K INHIBITOR, AND USE THEREOF". Page/Page column 38-39. . Retrieved 2010/11/03.