1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Base Information

• Chemical Name: 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• CAS No.: 1092788-83-4
• Molecular Formula: C17H17N7
• Molecular Weight: 319.36
• Mol file: 1092788-83-4.mol

Synonyms:PP 121;

Chemical Property of 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Chemical Property:

• Boiling Point: 650.889 °C at 760 mmHg
• PKA: 12.79±0.40(Predicted)
• Flash Point: 347.446 °C
• PSA: 98.30000
• Density: 1.64 g/cm³
• LogP: 3.64810
• Storage Temp.: Store at +4°C
• Solubility.: DMSO: >10mg/mL

Purity/Quality:

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

PP 121 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: PP-121 is a multi-target inhibitor of PDGFR, Hck, mTOR, VEGFR2, Src and Abl with IC50 of 2 nM, 8 nM, 10 nM, 12 nM, 14 nM and 18 nM, respectively, and also inhibits DNA-PK with IC50 of 60 nM.

Technology Process of 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

There total 3 articles about 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 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: 62.0%

1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (330794-31-5) + 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (754214-56-7) → 1-cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (1092788-83-4)

Guidance literature:

With Pd⁽⁰⁾ nanoparticles entrapped within a modular polymeric support; In water; dimethyl sulfoxide; at 37 ℃;

DOI:10.1039/C6CC08666G

Reference yield:

1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (330794-31-5) + 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (754214-56-7) → 7-Azaindole (271-63-6) + 1-cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (1092788-83-4)

Guidance literature:

With c[RGDfE(Doc-OH)] functionalized palladium nanoparticle loaded fluorescent microsphere; In aq. phosphate buffer; dimethyl sulfoxide; at 37 ℃; for 24h;

DOI:10.1002/anie.201702404

Reference yield:

→ 1-cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (1092788-83-4)

Guidance literature:

upstream raw materials:

1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

Refernces

• 1、 Indrigo, Eugenio,Clavadetscher, Jessica,Chankeshwara, Sunay V.,Lilienkampf, Annamaria,Bradley, Mark. "Palladium-mediated in situ synthesis of an anticancer agent". supporting information. p. 14212 - 14214. Retrieved 2016/12/14.